Amide and urea derivatives having anti-hypercholesteremic activity, their preparation and their therapeutic uses

ABSTRACT

Compounds of formula (I) are provided: ##STR1## wherein: R 1  represents an alkyl group; or a group of formula (II), (III), (IV) or (V): ##STR2## and wherein the groups R 2 , R 3 , R 4  and R 5  are hydrogen or various organic groups; and pharmaceutically acceptable salts thereof; as well as methods for the preparation of such compounds and their use in the treatment and prophylaxis of hypercholesteremia and arteriosclerosis.

This is a division of application Ser. No. 08/267,124 filed Jun. 28,1994, now U.S. Pat. No. 5,534,529.

BACKGROUND TO THE INVENTION

The present invention relates to a series of new amide and ureacompounds having anti-hypercholesteremic activities and which cantherefore be used in the treatment and prophylaxis ofhypercholesteremia, arteriosclerosis and like disorders. The inventionalso provides methods and compositions using such compounds as well asprocesses for their preparation.

Among the causes of ischemic cardiac insufficiency (which may result inangina, myocardial infarction and the like) atherosclerosis is thoughtto be most important. It is believed that the foam cells under theendodermis cell layer of blood vessels accumulate cholesterol esters,and that this is a major cause of arteriosclerosis.

Inhibitors of acyl-CoA: cholesterol acyl transferase (hereinafterreferred as ACAT) inhibit the synthesis of cholesterol esters in thefoam cells, diminish the accumulation of cholesterol esters and inhibitthe formation and development of atherosclerosis due to the accumulationof cholesterol esters.

Additionally, it has been established that there is a correlationbetween arterioselerosis and hypercholesterolemia. Cholesterols in foodare absorbed as free cholesterol in the intestinal mucosal cell tract.They are then esterified by ACAT, and get into blood. Therefore, an ACATinhibitor inhibits a rise in the cholesterol concentration in blood byinhibiting the absorption of food cholesterol into the blood.

For this reason, compounds having the ability to inhibit the activity ofACAT are useful for the treatment and prophylaxis of atheroscleosis.

The compounds of the present invention have a (9H-xanthen-9-yl) methylgroup, a 6,11-dihydrodibenz-[b.e]oxepine-11-yl group, a(1-phenylcycloalkyl)methyl group, a p-alkoxyphenyl group or an alkylgroup attached to an amido or ureido group. Compounds containing a(9H-xanthen-9-yl) methyl group are disclosed in Publications WO 93/06096and EP 337375. Compounds containing a6,11-dihydrodibenz[b.e]oxepine-11-yl group are disclosed in PublicationEP 497201. Compounds containing a (1-phenylcycloalkyl) methyl group aredisclosed in Publication EP 293880. Compounds containing ap-alkoxyphenyl group are disclosed in Publication EP 424194. Compoundscontaining an alkyl group are disclosed in Publication EP 283742.Diphenylurea compounds are disclosed in WO 92/03413. Other somewhatsimilar compounds are disclosed in EP Publications 439059 and 477778.

The compounds of the present invention, and especially those containinga (9H-xanthen-9-yl)methyl group, have surprisingly been found to have amuch better inhibitory activity against ACAT than do the prior artcompounds referred to above and/or have a much better oralabsorbability.

BRIEF SUMMARY OF INVENTION

It is, accordingly, an object of the present invention to provide aseries of novel amide and urea derivatives.

It is a further, and more specific, advantage of the present inventionto provide such compounds having useful anti-hypercholesteremicactivity.

Other objects and advantages of the present invention will becomeapparent as the description proceeds.

Thus, the present invention provides compounds of formula (I): ##STR3##wherein: R¹ represents an alkyl group having from 1 to 20 carbon atoms,or a group of formula (II), (III), (IV) or (V): ##STR4## where R⁵represents an alkyl group having from 1 to 15 carbon atoms; m is aninteger of from 1 to 4; and, any aromatic ring in said group representedby R¹ is unsubstituted or is substituted by at least one substituentselected from the group consisting of substituents α, defined below;

R² represents a hydrogen atom or an alkyl group having from 1 to 10carbon atoms;

R³ represents

an alkyl group having from 1 to 10 carbon atoms,

an alkoxy group having from 1 to 10 carbon atoms,

an alkylthio group having from 1 to 10 carbon atoms,

an alkylsulfinyl group having from 1 to 10 carbon atoms,

an alkylsulfonyl group having from 1 to 10 carbon atoms,

a phenylthio group in which the phenyl part is unsubstituted or issubstituted by at least one substituent selected from the groupconsisting of substituents α, defined below,

a phenylsulfinyl group in which the phenyl part is unsubstituted or issubstituted by at least one substituent selected from the groupconsisting of substituents α, defined below,

a phenylsulfonyl group in which the phenyl part is unsubstituted or issubstituted by at least one substituent selected from the groupconsisting of substituents α, defined below, or

an alkoxyalkyl group in which the alkoxy part has from 1 to 6 carbonatoms and the alkyl part has from 1 to 4 carbon atoms;

R⁴ represents a group of formula (VI), (VII), (VIII), (IX), (X) or (XI):##STR5## where A¹ represents a single bond or an alkylene group havingfrom 1 to 4 carbon atoms, A² represents a single bond or an alkylenegroup having from 1 to 6 carbon atoms, A³, A^(3a), A⁴ and A⁵ areindependently selected from the group consisting of single bonds andalkylene groups having from 1 to 10 carbon atoms which may be saturatedor may include a carbon-carbon double bond, provided that the totalnumber of carbon atoms in A³, A⁴ and A⁵ and that in A^(3a), A⁴ and A⁵does not exceed 10;

R⁶ represents an alkyl group having from 1 to 6 carbon atoms, acycloalkyl group having from 3 to 9 carbon atoms in one or morealiphatic carbocyclic rings, said rings being unsubstituted or beingsubstituted by at least one substituent selected from the groupconsisting of substituents α, defined below, or an aryl group, asdefined below; and

in the groups of formulae (VI) and (VIII), the imidazolyl andbenzimidazolyl groups may be unsubstituted or may be substituted by atleast one substituent selected from the group consisting of substituentsβ, defined below;

R⁷ represents a hydrogen atom, a benzyl group, a phosphono group or agroup of formula (XII): ##STR6## where: z¹ is 0 or 1;

z² is 0, 1 or 2;

X is an oxygen or sulfur atom or a sulfinyl, sulfonyl or phenylenegroup, provided that, when z² is 2, at least one X is a phenylene group;

z³ is 0 or an integer from 1 to 4; and

R⁸ is a carboxy group, a phenyl group, a group of formula --NR⁹ R¹⁰,

where R⁹ and R¹⁰ are independently selected from the group consisting ofhydrogen atoms and alkyl groups having from 1 to 4 carbon atoms,

or a heterocyclic group having 5 or 6 ring atoms of which 1 or 2 arehetero-atoms selected from the group consisting of oxygen and nitrogenatoms, said heterocyclic group being unsubstituted or being substitutedon a carbon atom by an oxygen atom or by an alkyl group having from 1 to4 carbon atoms; and

said groups of formula (CH₂)_(z) 1 and (CH₂)_(z) 3 being unsubstitutedor being substituted on a carbon atom by an alkyl group having from 1 to4 carbon atoms or by a group of formula --NR⁹ R¹⁰, where R⁹ and R¹⁰ areas defined above;

n¹ is 0 or 1;

n² is 0 or 1;

M represents an oxygen atom, a sulfur atom, a sulfinyl group or asulfonyl group;

said substituents α are selected from the group consisting of alkylgroups having from 1 to 4 carbon atoms, alkoxy groups having from 1 to 4carbon atoms and halogen atoms; and

said substituents β are selected from the group consisting of alkylgroups having from 1 to 4 carbon atoms and phenyl groups which areunsubstituted or are substituted by at least one substituent selectedfrom the group consisting of said substituents α;

said aryl groups are aromatic carbocyclic groups having from 6 to 10ring carbon atoms and are unsubstituted or are substituted by at leastone substituent selected from the group consisting of substituents α,defined above;

PROVIDED THAT, where R⁴ represents said group of formula (VII), (IX),(X) or (XI), R¹ does not represent said alkyl group and that, where n²is 1, A⁴ does not represent a single bond, and that, where n¹ is 0, R³is ethyl and R⁴ is 2-acetyl, R¹ does not represent a methyl group;

and pharmaceutically acceptable salts thereof.

The invention also provides a composition for the treatment andprophylaxis of hypercholesteremia or arteriosclerosis, which comprisesan effective amount of a compound of formula (I) or a pharmaceuticallyacceptable salt thereof in admixture with a pharmaceutically acceptablecarrier or diluent.

The invention still further provides a method for the treatment andprophylaxis of hypercholesteremia or arteriosclerosis in a mammal, whichmay be human, which comprises administering to said mammal an effectiveamount of a compound of formula (I) or a pharmaceutically acceptablesalt thereof.

Processes for preparing these compounds and salts thereof also form partof the present invention and are described in more detail hereafter.

DETAILED DESCRIPTION OF INVENTION

In the compounds of the present invention, where R¹ represents an alkylgroup, this may be a straight or branched chain alkyl group having from1 to 20 carbon atoms, and examples include the methyl, ethyl, propyl,isopropyl, butyl, isobutyl, sec-butyl, t-butyl, pentyl, isopentyl,2-methylbutyl, neopentyl, 1-ethylpropyl, hexyl, 4-methylpentyl,3-methylpentyl, 2-methylpentyl, 1-methylpentyl, 3,3-dimethylbutyl,2,2-dimethylbutyl, 1,1-dimethylbutyl, 1,2-dimethylbutyl,1,3-dimethylbutyl, 2,3-dimethylbutyl, 2-ethylbutyl, heptyl,1-methylhexyl, 2-methylhexyl, 3-methylhexyl, 4-methylhexyl,5-methylhexyl, 1-propylbutyl, 4,4-dimethylpentyl, octyl, 1-methylheptyl,2-methylheptyl, 3-methylheptyl, 4-methylheptyl, 5-methylheptyl,6-methylheptyl, 1-propylpentyl, 2-ethylhexyl, 5,5-dimethylhexyl, nonyl,3-methyloctyl, 4-methyloctyl, 5-methyloctyl, 6-methyloctyl,1-propylhexyl, 2-ethylheptyl, 2,2-dimethylheptyl, decyl, 1-methylnonyl,3-methylnonyl, 8-methylnonyl, 3-ethyloctyl, 1,1-dimethyloctyl,2,2-dimethyloctyl, undecyl, 4,8-dimethylnonyl, dodecyl, tridecyl,1,1-dimethylundecyl, tetradecyl, 2,2-dimethyldodecyl, pentadecyl,3,7,11-trimethyldodecyl, hexadecyl, 4,8,12-trimethyltridecyl,1-methylpentadecyl, 14-methylpentadecyl, 13,13-dimethyltetradecyl,heptadecyl, 15-methylhexadecyl, octadecyl, 1-methylheptadecyl,nonadecyl, icosyl and 3,7,11,15-tetramethylhexadecyl groups. Of these,we prefer those groups having from 3 to 20 carbon atoms, particularlyfrom 4 to 20 carbon atoms, more preferably those having from 10 to 16carbon atoms, and still more preferably those having from 11 to 14carbon atoms, particularly the undecyl, 1,1-dimethylundecyl and2,2-dimethyldodecyl groups.

Where R¹ represents a group of formula (II), (III), (IV) or (V):##STR7## any of the aromatic rings may be unsubstituted or they may besubstituted by one or more of the substituents α, for example:

alkyl groups having from 1 to 4 carbon atoms, such as the methyl, ethyl,propyl, isopropyl, butyl, isobutyl, sec-butyl and t-butyl groups, ofwhich the methyl, ethyl, propyl and isopropyl groups are preferred;

alkoxy groups having from 1 to 4 carbon atoms, such as the methoxy,ethoxy, propoxy, isopropoxy, butoxy, isobutoxy, sec-butoxy and t-butoxygroups, of which the methoxy and ethoxy groups are preferred; and

halogen atoms, such as the fluorine, chlorine, bromine and iodine atoms,of which the fluorine, chlorine and bromine atoms are preferred.

In the case of the groups of formula (II), preferred substituents arethe alkyl and alkoxy groups having 1 or 2 carbon atoms and the halogenatoms, especially the methyl and methoxy groups and the chlorine andbromine atoms, more preferably the methoxy group and the chlorine andbromine atoms. Any of these substituents, particularly the preferred andmore preferred substituents, may be on any substitutable carbon atom ofthe (9H-xanthen-9-yl)methyl group represented by the formula (II), butare preferably present on the 2- or 3-carbon atoms. There is no specificrestriction on the number of substituents except such as may be imposedby the number of substitutable positions and possibly by stericconstraints, however, where the group is substituted, from 1 to 3substituents are preferred and a single substituent is more preferred.However, the group is more preferably unsubstituted.

In the case of the groups of formula (III), preferred substituents arethe alkyl and alkoxy groups having 1 or 2 carbon atoms and the halogenatoms, especially the methyl and methoxy groups and the chlorine andbromine atoms. Any of these substituents, particularly the preferredsubstituents, may be on any substitutable carbon atom of the6,11-dihydrodibenz[b.e]oxepin-11-yl group represented by the formula(III), but are preferably present on the 2-carbon atom. There is nospecific restriction on the number of substituents except such as may beimposed by the number of substitutable positions and possibly by stericconstraints, however, where the group is substituted, from 1 to 3substituents are preferred and a single substituent is more preferred.However, the group is more preferably unsubstituted.

In the case of the groups Of formula (IV), preferred substituents arethe alkyl and alkoxy groups having 1 or 2 carbon atoms and the halogenatoms, especially the methyl and methoxy groups and the chlorine andbromine atoms, more preferably the methoxy group and the chlorine andbromine atoms. Any of these substituents, particularly the preferred andmore preferred substituents, may be on any substitutable carbon atom ofthe benzene ring of the group represented by the formula (IV), but arepreferably present on the 2-, 3- or 4-carbon atoms. There is no specificrestriction on the number of substituents except such as may be imposedby the number of substitutable positions and possibly by stericconstraints, however, where the group is substituted, from 1 to 3substituents are preferred and a single substituent is more preferred.However, the group is more preferably unsubstituted. In the group offormula (IV), m is preferably 2 or 3.

In the case of the groups of formula (V), preferred substituents are thealkyl and alkoxy groups having 1 or 2 carbon atoms and the halogenatoms, but the group preferably has no further substituent on thebenzene ring in addition to the group of formula R⁵ --O--. R⁵ representsan alkyl group which may be a straight or branched chain alkyl grouphaving from 1 to 15 carbon atoms, and examples include the methyl,ethyl, propyl, isopropyl, butyl, isobutyl, sec-butyl, t-butyl, pentyl,isopentyl, 2-metylbutyl, neopentyl, 1-ethylpropyl, hexyl,4-methylpentyl, 3-methylpentyl, 2-methylpentyl, 1-methylpentyl,3,3-dimethylbutyl, 2,2-dimethylbutyl, 1,1-dimethylbutyl,1,2-dimethylbutyl, 1,3-dimethylbutyl, 2,3-dimethylbutyl, 2-ethylbutyl,heptyl, 1-methylhexyl, 2-methylhexyl, 3-methylhexyl, 4-methylhexyl,5-methylhexyl, 1-propylbutyl, 4,4-dimethylpentyl, octyl, 1-methylheptyl,2-methylheptyl, 3-methylheptyl, 4-methylheptyl, 5-methylheptyl,6-methylheptyl, 1-propylpentyl, 2-ethylhexyl, 5,5-dimethylhexyl, nonyl,3-methyloctyl, 4-methyloctyl, 5-methyloctyl, 6-methyloctyl,1-propylhexyl, 2-ethylheptyl, 6,6-dimethylheptyl, decyl, 1-methylnonyl,3-methylnonyl, 8-methylnonyl, 3-ethyloctyl, 3,7-dimethyloctyl,7,7-dimethyloctyl, undecyl, 4,8-dimethylnonyl, dodecyl, tridecyl,tetradecyl, pentadecyl and 3,7,11-trimethyldodecyl groups. Of these, weprefer those groups having from 4 to 15 carbon atoms, more preferablythose having 8 to 12 carbon atoms.

Of all of the options for R¹, we prefer those compounds where R¹represents a group of formula (II).

Where R² or R³ represents an alkyl group, this may be a straight orbranched chain alkyl group having from 1 to 10 carbon atoms, andexamples include the methyl, ethyl, propyl, isopropyl, butyl, isobutyl,sec-butyl, t-butyl, pentyl, isopentyl, 2-methylbutyl, neopentyl,1-ethylpropyl, 1,1-dimethylpropyl, hexyl, 4-methylpentyl,3-methylpentyl, 2-methylpentyl, 1-methylpentyl, 3,3-dimethylbutyl,2,2-dimethylbutyl, 1,1-dimethylbutyl, 1,2-dimethylbutyl,1,3-dimethylbutyl, 2,3-dimethylbutyl, 2-ethylbutyl, heptyl,1-methylhexyl, 2-methylhexyl, 3-methylhexyl, 4-methylhexyl,5-methylhexyl, 1-propylbutyl, 1,1-dimethylpentyl, octyl, 1-methylheptyl,2-methylheptyl, 3-methylheptyl, 4-methylheptyl, 5-methylheptyl,6-methylheptyl, 1-propylpentyl, 2-ethylhexyl, 1,1-dimethylhexyl, nonyl,1-methyloctyl, 2-methyloctyl, 3-methyloctyl, 6-methyloctyl,1-propylhexyl, 1-ethylheptyl, 1,1-dimethylheptyl, decyl, 1-methylnonyl,3-methylnonyl, 8-methylnonyl, 3-ethyloctyl, 1,1-dimethyloctyl and7,7-dimethyloctyl groups. Of which we prefer, in the case of R², thosehaving from 4 to 8, more preferably from 5 to 8, carbon atoms, and ofthese groups, the straight chain groups are especially preferred.Alternatively, R² is preferably a hydrogen atom. Preferred groups for R³are those having from 1 to 8, more preferably from 1 to 6, carbon atoms,which may be straight or branched chain groups, for example the methyl,ethyl, isopropyl, isobutyl, t-butyl, 1,1-dimethylpropyl,1,1-dimethylbutyl, 1,1-dimethylpentyl and 1,1-dimethylhexyl groups, mostpreferably the isopropyl and t-butyl groups.

Where R³ represents an alkoxy group, this may be a straight or branchedchain alkoxy group having from 1 to 10 carbon atoms, and examplesinclude the methoxy, ethoxy, propoxy, isopropoxy, butoxy, isobutoxy,sec-butoxy, t-butoxy, pentyloxy, isopentyloxy, 2-methylbutoxy,neopentyloxy, 1-ethylpropoxy, 1,1-dimethylpropoxy, hexyloxy,4-methylpentyloxy, 3-methylpentyloxy, 2-methylpentyloxy,1-methylpentyloxy, 3,3-dimethylbutoxy, 2,2-dimethylbutoxy,1,1-dimethylbutoxy, 1,2-dimethylbutoxy, 1,3-dimethylbutoxy,2,3-dimethylbutoxy, 2-ethylbutoxy, heptyloxy, 1-methylhexyloxy,2-methylhexyloxy, 3-methylhexyloxy, 4-methylhexyloxy, 5-methylhexyloxy,1-propylbutoxy, 1,1-dimethylpentyloxy, octyloxy, 1-methylheptyloxy,2-methylheptyloxy, 3-methylheptyloxy, 4-methylheptyloxy,5-methylheptyloxy, 6-methylheptyloxy, 1-propylpentyloxy,2-ethylhexyloxy, 1,1-dimethylhexyloxy, nonyloxy, 1-methyloctyloxy,2-methyloctyloxy, 3-methyloctyloxy, 6-methyloctyloxy, 1-propylhexyloxy,1-ethylheptyloxy, 1,1-dimethylheptyloxy, decyloxy, 1-methylnonyloxy,3-methylnonyloxy, 8-methylnonyloxy, 3-ethyloctyloxy,1,1-dimethyloctyloxy and 7,7-dimethyloctyloxy groups, of which we preferthose having from 3 to 8 carbon atoms. Of these groups, the isopropoxyand t-butoxy groups are especially preferred.

Where R³ represents an alkylthio group, this may be a straight orbranched chain alkylthio group having from 1 to 10 carbon atoms, andexamples include the methylthio, ethylthio, propylthio, isopropylthio,butylthio, isobutylthio, sec-butylthio, t-butylthio, pentylthio,isopentylthio, 2-methylbutylthio, neopentylthio, 1-ethylpropylthio,1,1-dimethylpropylthio, hexylthio, 4-methylpentylthio,3-methylpentylthio, 2-methylpentylthio, 1-methylpentylthio,3,3-dimethylbutylthio, 2,2-dimethylbutylthio, 1,1-dimethylbutylthio,1,2-dimethylbutylthio, 1,3-dimethylbutylthio, 2,3-dimethylbutylthio,2-ethylbutylthio, heptylthio, 1-methylhexylthio, 2-methylhexylthio,3-methylhexylthio, 4-methylhexylthio, 5-methylhexylthio,1-propylbutylthio, 1,1-dimethylpentylthio, octylthio,1-methylheptylthio, 2-methylheptylthio, 3-methylheptylthio,4-methylheptylthio, 5-methylheptylthio, 6-methylheptylthio,1-propylpentylthio, 2-ethylhexylthio, 1,1-dimethylhexylthio, nonylthio,1-methyloctylthio, 2-methyloctylthio, 3-methyloctylthio,6-methyloctylthio, 1-propylhexylthio, 3-ethylheptylthio,1,1-dimethylheptylthio, decylthio, 1-methylnonylthio, 3-methylnonylthio,8-methylnonylthio, 3-ethyloctylthio, 1,1-dimethyloctylthio and7,7-dimethyloctylthio groups, of which we prefer those having from 1 to4 carbon atoms. Of these groups, the methylthio, isopropylthio andt-butylthio groups are especially preferred.

Where R³ represents an alkylsulfinyl group, this may be a straight orbranched chain alkylsulfinyl group having from 1 to 10 carbon atoms, andexamples include the methylsulfinyl, ethylsulfinyl, propylsulfinyl,isopropylsulfinyl, butylsulfinyl, isobutylsulfinyl, sec-butylsulfinyl,t-butylsulfinyl, pentylsulfinyl, isopentylsulfinyl,2-methylbutylsulfinyl, neopentylsulfinyl, 1-ethylpropylsulfinyl,1,1-dimethylpropylsulfinyl, hexylsulfinyl, 4-methylpentylsulfinyl,3-methylpentylsulfinyl, 2-methylpentylsulfinyl, 1-methylpentylsulfinyl,3,3-dimethylbutylsulfinyl, 2,2-dimethylbutylsulfinyl,1,1-dimethylbutylsulfinyl, 1,2-dimethylbutylsulfinyl,1,3-dimethylbutylsulfinyl, 2,3-dimethylbutylsulfinyl,2-ethylbutylsulfinyl, heptylsulfinyl, 1-methylhexylsulfinyl,2-methylhexylsulfinyl, 3-methylhexylsulfinyl, 4-methylhexylsulfinyl,5-methylhexylsulfinyl, 1-propylbutylsulfinyl,1,1-dimethylpentylsulfinyl, octylsulfinyl, 1-methylheptylsulfinyl,2-methylheptylsulfinyl, 3-methylheptylsulfinyl, 4-methylheptylsulfinyl,5-methylheptylsulfinyl, 6-methylheptylsulfinyl, 1-propylpentylsulfinyl,2-ethylhexylsulfinyl, 1,1-dimethylhexylsulfinyl, nonylsulfinyl,1-methyloctylsulfinyl, 2-methyloctylsulfinyl, 3-methyloctylsulfinyl,6-methyloctylsulfinyl, 1-propylhexylsulfinyl, 1-ethylheptylsulfinyl,1,1-dimethylheptylsulfinyl, decylsulfinyl, 1-methylnonylsulfinyl,3-methylnonylsulfinyl, 8-methylnonylsulfinyl, 3-ethyloctylsulfinyl,1,1-dimethyloctylsulfinyl and 7,7-dimethyloctylsulfinyl groups, of whichwe prefer those having from 1 to 4 carbon atoms. Of these groups, themethylsulfinyl, isopropylsulfinyl and t-butylsulfinyl groups areespecially preferred.

Where R³ represents an alkylsulfonyl group, this may be a straight orbranched chain alkylsulfonyl group having from 1 to 10 carbon atoms, andexamples include the methylsulfonyl, ethylsulfonyl, propylsulfonyl,isopropylsulfonyl, butylsulfonyl, isobutylsulfonyl, sec-butylsulfonyl,t-butylsulfonyl, pentylsulfonyl, isopentylsulfonyl,2-methylbutylsulfonyl, neopentylsulfonyl, 1-ethylpropylsulfonyl,1,1-dimethylpropylsulfonyl, hexylsulfonyl, 4-methylpentylsulfonyl,3-methylpentylsulfonyl, 2-methylpentylsulfonyl, 1-methylpentylsulfonyl,3,3-dimethylbutylsulfonyl, 2,2-dimethylbutylsulfonyl,1,1-dimethylbutylsulfonyl, 1,2-dimethylbutylsulfonyl,1,3-dimethylbutylsulfonyl, 2,3-dimethylbutylsulfonyl,2-ethylbutylsulfonyl, heptylsulfonyl, 1-methylhexylsulfonyl,2-methylhexylsulfonyl, 3-methylhexylsulfonyl, 4-methylhexylsulfonyl,5-methylhexylsulfonyl, 1-propylbutylsulfonyl,1,1-dimethylpentylsulfonyl, octylsulfonyl, 1-methylheptylsulfonyl,2-methylheptylsulfonyl, 3-methylheptylsulfonyl, 4-methylheptylsulfonyl,5-methylheptylsulfonyl, 6-methylheptylsulfonyl, 1-propylpentylsulfonyl,2-ethylhexylsulfonyl, 1,1-dimethylhexylsulfonyl, nonylsulfonyl,1-methyloctylsulfonyl, 2-methyloctylsulfonyl, 3-methyloctylsulfonyl,6-methyloctylsulfonyl, 1-propylhexylsulfonyl, 1-ethylheptylsulfonyl,1,1-dimethylheptylsulfonyl, decylsulfonyl, 1-methylnonylsulfonyl,3-methylnonylsulfonyl, 8-methylnonylsulfonyl, 3-ethyloctylsulfonyl,1,1-dimethyloctylsulfonyl and 7,7-dimethyloctylsulfonyl groups, of whichwe prefer those having from 1 to 4 carbon atoms. Of these groups, themethylsulfonyl, isopropylsulfonyl and t-butylsulfonyl groups areespecially preferred.

Where R³ represents a phenylthio, phenylsulfinyl or phenylsulfonylgroup, the phenyl part may be unsubstituted or it may be substituted byone or more substituents selected from the group consisting ofsubstituents α, defined and exemplified above. There is no specificrestriction on the number of substituents except such as may be imposedby the number of substitutable positions and possibly by stericconstraints, however, where the group is substituted, from 1 to 3substituents are preferred and a single substituent is more preferred.Specific examples of substituted and unsubstituted groups include thephenylthio, 4-methylphenylthio, 2-methylphenylthio, 3-ethylphenylthio,4-propylphenylthio, 2-methoxyphenylthio, 3-methoxyphenylthio,4-ethoxyphenylthio, 3-fluorophenylthio, 4-chlorophenylthio,3-bromophenylthio, phenylsulfinyl, 4-methylphenylsulfinyl,2-methylphenylsulfinyl, 3-ethylphenylsulfinyl, 4-propylphenylsulfinyl,2-methoxyphenylsulfinyl, 3-methoxyphenylsulfinyl,4-ethoxyphenylsulfinyl, 3-fluorophenylsulfinyl, 4-chlorophenylsulfinyl,3-bromophenylsulfinyl, phenylsulfonyl, 4-methylphenylsulfonyl,2-methylphenylsulfonyl, 3-ethylphenylsulfonyl, 4-propylphenylsulfonyl,2-methoxyphenylsulfonyl, 3-methoxyphenylsulfonyl,4-ethoxyphenylsulfonyl, 3-fluorophenylsulfonyl, 4-chlorophenylsulfonyland 3-bromophenylsulfonyl groups, preferably the phenylthio,4-methylphenylthio, 2-methylphenylthio, 4-chlorophenylthio,phenylsulfonyl, 4-methylphenylsulfonyl, 2-methylphenylsulfonyl and4-chlorophenylsulfonyl groups.

Where R³ represents an alkoxyalkyl group, this consists of an alkoxygroup having 1 to 6, preferably from 1 to 4, carbon atoms which is asubstituent on an alkyl group having 1 to 4 carbon atoms. Examples ofsuch groups include the alkoxy groups having from 1 to 6 carbon atomsincluded in the groups which may be represented by R³ and the alkylgroups having from 1 to 4 carbon atoms included, inter alia, in thegroups which may be represented by R¹. Specific examples of suchalkoxyalkyl groups include the methoxymethyl, ethoxymethyl,isopropoxymethyl, t-butoxymethyl, 1-methoxyethyl, 2-methoxyethyl,1-ethoxyethyl, 2-ethoxyethyl, 1-isopropoxyethyl, 2-isopropoxyethyl,1-t-butoxyethyl, 2-t-butoxyethyl, 1-methoxypropyl, 2-methoxypropyl,3-methoxypropyl, 1-ethoxypropyl, 2-ethoxypropyl, 3-ethoxypropyl,1-isopropoxybutyl, 2-isopropoxybutyl, 3-isopropoxybutyl,4-isopropoxybutyl, 1-t-butoxybutyl, 2-t-butoxybutyl, 3-t-butoxybutyl,4-t-butoxybutyl and 1,1-dimethyl-2-methoxyethyl groups. Of these, morepreferred groups are those in which an alkoxy group having from 1 to 4carbon atoms is a substituent on a methyl group, preferably themethoxymethyl, ethoxymethyl, isopropoxymethyl and t-butoxymethyl groups,and the most preferred groups are the methoxymethyl and isopropoxymethylgroups.

R⁴ represents a group of formula (VI), (VII), (VIII), (IX), (X) or (XI):##STR8##

In the case of the groups (VI) and (VIII), where A¹ represents analkylene group having from 1 to 4 carbon atoms, this may be a straightor branched chain group, preferably having from 1 to 3 carbon atoms. Thetwo "free" valencies may be on the same carbon atom (in which case, thegroup is sometimes called an "alkylidene" group) or, where there are 2or more carbon atoms, on different carbon atoms. The straight chaingroups are preferred. Examples of such groups include the methylene,ethylene, propylene, 1-methylethylene, trimethylene and tetramethylenegroups, of which the methylene, ethylene and propylene groups arepreferred, the methylene group being most preferred. Alternatively, A¹may represent a single bond, however, we prefer those compounds where A¹represents an alkylene group, preferably a methylene group.

In the case of the groups of formula (VI) and (VIII), A² represents asingle bond or an alkylene group having from 1 to 6 carbon atoms. Thismay be a straight or branched chain group, preferably having from 2 to 4carbon atoms. The two "free" valencies may be on the same carbon atom oron different carbon atoms. The straight chain groups are preferred.Examples of such groups include the ethylene, trimethylene,1-methylethylene, tetramethylene, 1-methyltrimethylene,2-methyltrimethylene, 3-methyltrimethylene, 1-methylpropylene,1,1-dimethylethylene, pentamethylene, 1-methyltetramethylene,2-methyltetramethylene, 3-methyltetramethylene, 4-methyltetramethylene,1,1-dimethyltrimethylene, 2,2-dimethyltrimethylene,3,3-dimethyltrimenhylene, hexamethylene, 1-methylpentamethylene,2-methylpentamethylene, 3-methylpentamethylene, 4-methylpentamethylene,5-methylpentamethylene, 1,1-dimethyltetramethylene,2,2-dimethyltetramethylene, 3,3-dimethyltetramethylene and4,4-dimethyltetramethylene groups. Of these, we prefer the ethylene,trimethylene, 1-methylethylene and tetramethylene groups. In thecompounds in which n² is 1, it is preferred that A² is not a single bondand is an alkylene group other than methylene.

Also in the case of the groups of formulae (VI) and (VIII), theimidazolyl and benzimidazolyl groups may be unsubstituted or may besubstituted by at least one substituent selected from the groupconsisting of substituents β, defined above. Examples of suchsubstituents β include:

alkyl groups having from 1 to 4 carbon atoms, such as those defined andexemplified above in relation to substituents α, preferably the methyland ethyl groups, and

phenyl groups which are unsubstituted or are substituted by at least onesubstituent selected from the group consisting of said substituents α(which substituents may be as defined and exemplified above), forexample the phenyl, 2-chlorophenyl, 4-chlorophenyl, 2-methoxyphenyl,3-methoxyphenyl and 2-methylphenyl groups, more preferably the phenyland 2-chlorophenyl groups.

However, the unsubstituted imidazolyl and benzimidazolyl groups andthose substituted by a methyl or ethyl group are preferred.

Also in the case of the groups of formulae (VII), (IX), (X) and (XI),A³, A^(3a), A⁴ and A⁵ may each represent an alkylene group having 1 to10 carbon atoms which may be interrupted by at least one double bond.Where a group contains 2 or more of these, the groups represented by A³,A^(3a), A⁴ and A⁵ my be the same as or different from each other.Examples of such groups include such saturated alkylene groups havingfrom 1 to 10 carbon atoms as the methylene, methylmethylene, ethylene,trimethylene, 1-methylethylene, tetramethylene, 1-methyltrimethylene,2-methyltrimethylene, 3-methyltrimethylene, 1-methylpropylene,1,1-dimethylethylene, pentamethylene, 1-methyltetramethylene,2-methyltetramethylene, 3-methyltetramethylene, 4-methyltetramethylene,1,1-dimethyltrimethylene, 2,2-dimethyltrimethylene,3,3-dimethyltrimethylene, hexamethylene, 1-methylpentamethylene,2-methylpentamethylene, 3-methylpentamethylene, 4-methylpentamethylene,5-methylpentamethylene, 1,1-dimethyltetramethylene,2,2-dimethyltetramethylene, 3,3-dimethyltetramethylene,4,4-dimethyltetramethylene, heptamethylene, 1-methylhexamethylene,2-methylhexamethylene, 5-methylhexamethylene, 3-ethylpentamethylene,octamethylene, 2-methylheptamethylene, 5-methylheptamethylene,2-ethylhexamethylene, 2-ethyl-3-methylpentamethylene,3-ethyl-2-methylpentamethylene, nonamethylene, 2-methyloctamethylene,7-methyloctamethylene, 4-ethylheptamethylene,3-ethyl-2-methylhexamethylene, 2-ethyl-1-methylhexamethylene,decamethylene, 2-methylnonamethylene, 8-methylnonamethylene,5-ethyloctamethylene, 3-ethyl-2-methylheptamethylene and3,3-diethylhexamethylene groups; and straight or branched chainalkenylene groups having from 2 to 10 carbon atoms such as the2-propenylene, 1-methyl-2-propenylene, 2-methyl-2-propenylene,2-ethyl-2-propenylene, 2-butenylene, 1-methyl-2-butenylene,2-methyl-2-butenylene, 1-ethyl-2-butenylene, 2-pentenylene,1-methyl-2-pentenylene, 2-methyl-2-pentenylene, 3-pentenylene,1-methyl-3-pentenylene, 2-methyl-3-pentenylene, 1-methyl-4-pentenylene,2-methyl-4-pentenylene, 2-hexenylene, 3-hexenylene, 4-hexenylene,5-hexenylene, heptenylene, octenylene, nonylene and decene groups.Alternatively, any one or more of these groups may represent a singlebond.

A³ and A^(3a) each preferably represents a single bond or an alkylene oralkenylene group having from 1 to 7 carbon atoms, more preferably from 1to 4 carbon atoms, and most preferably an alkylene group having from 1to 7, more preferably from 1 to 4, carbon atoms; whilst A⁴ preferablyrepresents a single bond or an alkylene or alkenylene group having from1 to 7 carbon atoms. Further, A³ is most preferably a single bond, or amethylene or an ethylene group.

A⁵ preferably represents a single bond or an alkylene group having from1 to 6 carbon atoms, which may be unsubstituted or may be substitutedwith an alkyl group having from 1 to 4 carbon atoms, and examplesinclude the methylene, methylmethylene, ethylene, trimethylene,1-methylethylene, tetramethylene, 1-methyltrimethylene,2-methyltrimethylene, 3-menhyltrimethylene, 1-methylpropylene,1,1-dimethylethylene, pentamethylene, 1-methyltetramethylene,2-methyltetramethylene, 3-methyltetramethylene, 4-methyltetramethylene,1,1-dimethyltrimethylene, 2,2-dimethyltrimethylene,3,3-dimethyltrimethylene, hexamethylene, 1-methylpentamethylene,2-methylpentamethylene, 3-methylpentamethylene, 4-methylpentamethylene,5-methylpentamethylene, 1,1-dimethyltetramethylene,2,2-dimethyltetramethylene, 3,3-dimethyltetramethylene and4,4-dimethyltetramethylene groups, of which we prefer the methylene,ethylene and propylene groups.

In those cases where a group of formula (VII), (IX), (X) or (XI)includes two or more of the groups represented by A³, A^(3a), A⁴ and A⁵the total number of carbon atoms provided by these groups should notexceed 10.

Also in the case of the groups of formulae (VII), (IX), (X) and (XI),where R⁶ represents an alkyl group, this may be a straight or branchedchain group having from 1 to 4 carbon atoms, and examples include themethyl, ethyl, propyl, isopropyl, butyl, isobutyl, sec-butyl and t-butylgroups, of which we prefer the methyl, isopropyl and t-butyl groups.

Where R⁶ represents a cycloalkyl group, this has from 3 to 9 ring carbonatoms in one or more, preferably one or two and more preferably one,carbocyclic ring, and examples include the cyclopropyl, cyclobutyl,cyclopentyl, cyclohexyl, cycloheptyl, cyclooctyl, cyclononyl, norpinanyland norbornyl groups, preferably the cyclobutyl, cyclopentyl, cyclohexyland cycloheptyl groups, and more preferably the cyclopentyl andcyclohexyl groups. These cycloalkyl group may be unsubstituted or theymay have on their ring at least one substituent selected from the groupconsisting of substituents α, defined and exemplified above. Examples ofsuch substituted groups include the cyclopentyl, cyclohexyl,cycloheptyl, 4-methylcyclohexyl, 4-ethylcyclohexyl, 4-propylcyclohexyl,4-t-butylcyclohexyl, 4-methoxycyclohexyl, 4-ethoxycyclohexyl and bornylgroups.

Where R⁶ represents an aryl group, this has from 6 to 10 carbon atoms,more preferably 6 or 10 carbon atoms, in one or more, preferably one ortwo and more preferably one, carbocyclic ring, and examples of theunsubstituted groups include the phenyl, 1-naphthyl and 2-naphthylgroups, preferably the phenyl group. Such groups may be unsubstituted orthey my have on the ring at least one substituent selected from thegroup consisting of substituents α, defined and exemplified above.Examples of such substituted groups include the phenyl, 2-methylphenyl,2-methoxyphenyl, 2-chlorophenyl and 3-chlorophenyl groups.

In the definition of R⁷, R⁹ and R¹⁰ may be hydrogen atoms or alkylgroups having from 1 to 4 carbon atoms. In the case of the alkyl groups,these may be straight or branched chain alkyl groups and examplesinclude the methyl, ethyl, propyl, isopropyl, butyl, isobutyl, sec-butyland t-butyl groups. Of these, we prefer those alkyl groups having 1 or 2carbon atoms, and most preferably the methyl group. Alternatively, weprefer that R⁹ and R¹⁰ should each represent a hydrogen atom. Of thecombinations of R⁹ and R¹⁰ in the group of formula --NR⁹ R¹⁰, we preferthat both R⁹ and R¹⁰ should represent hydrogen atoms or methyl groups.

The heterocyclic group which may be represented by R⁸ may have 5 or 6ring atoms, of which 1 or 2 are hetero-atoms selected from the groupconsisting of nitrogen and oxygen atoms. Examples of such groups includethe furyl, pyranyl, tetrahydrofuryl, tetrahydropyranyl, pyrrolyl,imidazolyl, pyridyl, pyrazinyl, pyrimidinyl, pyrrolidinyl,imidazolidinyl, imidazolinyl, pyrazolidinyl, piperidyl, piperazinyl,dioxolenyl and morpholinyl (especially morpholino) groups. Preferred arethe morpholino, imidazolyl and dioxolenyl groups. Such groups may beunsubstituted or may be substituted on a carbon atom by an oxygen atomor by an alkyl group having from 1 to 4 carbon atoms. Examples of alkylsubstituents are as described above. Of the substituted groups, weespecially prefer the optionally alkyl-substituted2-oxo-1,3-dioxolen-4-yl groups and most especially the5-methyl-2-oxo-1,3-dioxolen-4-yl.

Examples of groups which may be represented by R⁷ include a hydrogenatom, and the carbamoyl, benzyl, benzoyl and phosphono [--PO(OH)₂ ]groups, and groups of formulae (XIII) to (XXXV): ##STR9## n¹ ispreferably 0.

Of all of the groups represented by R¹, we prefer the(9H-xanthen-9-yl)methyl, 6,11-dihydrodibenz[b,e]oxepin-11-yl,4-decyloxyphenyl and (1-phenylcyclopentyl)methyl groups.

Of all of the groups represented by R⁴, we prefer those having theformulae (VIa), (VIIa) and (IXa): ##STR10## in which: R^(6') representsa cyclopentyl group, a cyclohexyl group, a cycloheptyl group, a phenylgroup, a 2-methylphenyl group, a 2-chlorophenyl group or a4-chlorophenyl group;

R^(7') represents a 3-carboxypropionyl group, a 2-carboxybenzoyl groupor an 2-aminoacetyl group;

A^(1') represents a methylene group;

A^(2') represents an alkylene group having from 2 to 4 carbon atoms;

A^(3') represents a single bond or an alkylene group having from 1 to 3carbon atoms which may be interrupted by a double bond (particularly amethylene or ethylene group);

A^(4') represents a single bond or an alkylene group having from 1 to 5carbon atoms which may be interrupted by a double bond.

Of all of the groups represented by R⁷, we prefer the3-carboxypropionyl, 2-carboxybenzoyl and 2-aminoacetyl groups.

Of all of the groups included in substituents α, the methyl and methoxygroups, and the fluorine, chlorine and bromine atoms are preferred.

Of all of the groups included in substituents β, the methyl, ethyl,propyl and phenyl groups are preferred.

R² preferably represents a hydrogen atom or a hexyl or heptyl group.

R³ preferably represents a methyl, ethyl, isopropyl, t-butyl,methoxymethyl, isopropoxymethyl, t-butylthio, isopropylthio, methylthioor phenylthio groups.

R⁴ may be at any position on the benzene ring forming part of thecompound of formula (I). However, we particularly prefer that it shouldbe at the ortho-position with respect to the amino group and themeta-position with respect to R³, or at the meta-position with respectto the amino group and the para-position with respect to R³.

Preferred classes of compounds of the present invention are:

(A) those compounds of formula (I) and salts thereof, defined above, inwhich R¹ represents a group of formula (II) or (IV): ##STR11## (in whichthe aromatic rings are unsubstituted or substituted by at least onesubstituent selected from the group consisting of substituents α,defined above, and m is as defined above) and n¹ is 0, and morepreferably

(B) those compounds of formula (I) and salts thereof, defined above, inwhich R¹ represents a group of formula (II) and the aromatic rings areunsubstituted.

We also prefer those classes of compounds of formula (I) and saltsthereof, defined above, in which:

(C) R³ represents an alkyl group having from 1 to 10 carbon atoms, analkylthio group having from 1 to 10 carbon atoms or an alkoxy grouphaving from 1 to 10 carbon atoms, more preferably

(D) R³ represents an alkyl group having from 1 to 6 carbon atoms, analkylthio group having from 1 to 6 carbon atoms or an alkoxy grouphaving from 1 to 6 carbon atoms.

We also prefer those classes of compounds of formula (I) and saltsthereof, defined above, in which:

(E) R⁴ represents a group of formula (VI), (VII) or (X), as definedabove, in which M represents an oxygen atom, more preferably

(F) in the case where n² is 1, R⁴ represents a group of formula (VI), inwhich the total number of carbon atoms in A¹ and A² is from 2 to 4, or

(F') in the case where n² is 0, R⁴ represents a group of formula (VI),in which the total number of carbon atoms in A¹ and A² is from 1 to 3,or

(G) R⁴ represents a group of formula (VII), in which the total number ofcarbon atoms in A³, A⁴ and A⁵ is from 1 to 6, and R⁶ represents an alkylgroup having from 1 to 6 carbon atoms or a cycloalkyl group having from3 to 7 carbon atoms, more preferably

(H) R⁴ is as defined in (G) above and R⁷ represents a hydrogen atom or agroup of formula (XVI), (XXIV), (XXV) or (XXX), defined above, and stillmore preferably

(I) R⁴ is as defined in (H) above and R⁶ represents an unsubstitutedcyclohexyl group, or

(J) R⁴ represents a group of formula (X), in which the total number ofcarbon atoms in A³, A⁴ and A⁵ is from 1 to 6, and R⁶ represents an alkylgroup having from 1 to 6 carbon atoms or a cycloalkyl group having from3 to 7 carbon atoms, more preferably

(K) R⁴ is as defined in (J) above and R⁷ represents a hydrogen atom or agroup of formula (XVI), (XXIV), (XXV) or (XXX), defined above, and stillmore preferably

(L) R⁴ is as defined in (K) above and R⁶ represents an unsubstitutedcyclohexyl group.

Particularly preferred are those compounds of formula (I) and saltsthereof as previously defined in which any combination of definitions(A) to (I) is also applied. For example, we prefer those in which R¹ isas in (A) or (B) and R³ is as in (C) or (D), especially (A)+(C) or(B)+(D), and more especially (B)+(D)+(E) and still more especially(B)+(D)+(E)+[(F) or (F') or (G) or (J)]. Even more preferred are(B)+(D)+(E)+[(F) or (F')] and (B)+(D)+(E)+(H) and (B)+(D)+(E)+(K). Ofthese, the most preferred are (B)+(D)+(E)+[(F) or (F')] and(B)+(D)+(E)+(I) and (B)+(D)+(E)+(L).

In the most preferred compounds of the present invention:

R¹ represents a (9H-xanthen-9-yl)methyl group; n¹ is 0;

R³ represents a methylthio isopropylthio, isopropyl or t-butyl group;

R⁴ represents a group of formula (VIa), (VIIa) or (IXa), in which

R^(6') represents a cyclopentyl group, a cyclohexyl group, a cycloheptylgroup, a phenyl group, a 2-methylphenyl group, a 2-chlorophenyl group ora 4-chlorophenyl group;

R^(7') represents a 3-carboxypropionyl group, a 2-carboxybenzoyl groupor an aminoacetyl group;

A^(1') represents a methylene group;

A^(2') represents an alkylene group having from 2 to 4 carbon atoms;

A^(3') represents a single bond or an alkylene group having from 1 to 3carbon atoms which may be interrupted by a double bond (particularly amethylene group or an ethylene group);

A^(4') represents a single bond or an alkylene group having from 1 to 5carbon atoms which may be interrupted by a double bond;

the bonding site of R⁴ on the benzene ring in the compound of formula(I) is the ortho-position with respect to the amino group and themeta-position with respect to R³, or the meta-position with respect tothe amino group and the para-position with respect to R³.

Where the compound of the present invention contains a basic group inits molecule, for example an amino group or an imidazolyl group, it canform acid addition salts. Examples of such acid addition salts include:salts with mineral acids, especially hydrohalic acids (such ashydrofluoric acid, hydrobromic acid, hydroiodic acid or hydrochloricacid), nitric acid, carbonic acid, sulfuric acid or phosphoric acid;salts with lower alkylsulfonic acids, such as methanesulfonic acid,trifluoromethanesulfonic acid or ethanesulfonic acid; salts witharylsulfonic acids, such as benzenesulfonic acid or p-toluenesulfonicacid; salts with organic carboxylic acids, such as acetic acid, fumaricacid, tartaric acid, oxalic acid, maleic acid, malic acid, succinicacid, benzoic acid, mandelic acid, ascorbic acid, lactic acid, gluconicacid or citric acid; and salts with amino acids, such as glutamic acidor aspartic acid.

Specific examples of compounds of the present invention are given in thefollowing formulae (I-1) to (I-5), in which the substituent groups areas defined in the corresponding one of Tables 1 to 5, i.e. Table 1relates to formula (I-1), Table 2 relates to formula (I-2) and so on toTable 5, which relates to formula (I-5). In the formulae, whereappropriate, peripheral positional numbering is shown: ##STR12##

In these Tables, the following abbreviations are used:

    ______________________________________                                        Bimd             benzimidazolyl                                               Bu               butyl                                                        cBu              cyclobutyl                                                   iBu              isobutyl                                                     tBu              t-butyl                                                      Bz               benzyl                                                       Et               ethyl                                                        HP               heptyl                                                       cHp              cycloheptyl                                                  Hx               hexyl                                                        cHx              cyclohexyl                                                   Imd              imidazolyl                                                   Me               methyl                                                       cOc              cyclooctyl                                                   Ph               phenyl                                                       Pn               pentyl                                                       cPn              cyclopentyl                                                  Pr               propyl                                                       cPr              cyclopropyl                                                  iPr              isopropyl                                                    G                1,1-dimethylundecyl                                          J                undecyl                                                      K                2,2-dimethyldodecyl                                          ______________________________________                                         ##STR13##

                                      TABLE 1                                     __________________________________________________________________________    Cpd.                                                                          No. R.sup.a                                                                           R.sup.2                                                                         R.sup.3  n R.sup.4                                                  __________________________________________________________________________    1-1 H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OH)(CH.sub.2).sub.2 -cHx           1-2 H   --                                                                              iPr      0 5-(CH.sub.2).sub.2 CH(OH)(CH.sub.2).sub.2 -cHx           1-3 H   --                                                                              iBu      0 5-(CH.sub.2).sub.2 CH(OH)(CH.sub.2).sub.2 -cHx           1-4 H   --                                                                              Et       0 5-(CH.sub.2).sub.2 CH(OH)(CH.sub.2).sub.2 -cHx           1-5 H   --                                                                              MeOCH.sub.2 CMe.sub.2                                                                  0 5-(CH.sub.2).sub.2 CH(OH)(CH.sub.2).sub.2 -cHx           1-6 H   --                                                                              EtCMe.sub.2                                                                            0 5-(CH.sub.2).sub.2 CH(OH)(CH.sub.2).sub.2 -cHx           1-7 H   --                                                                              PrCMe.sub.2                                                                            0 5-(CH.sub.2).sub.2 CH(OH)(CH.sub.2).sub.2 -cHx           1-8 H   --                                                                              BuCMe.sub.2                                                                            0 5-(CH.sub.2).sub.2 CH(OH)(CH.sub.2).sub.2 -cHx           1-9 H   --                                                                              PnCMe.sub.2                                                                            0 5-(CH.sub.2).sub.2 CH(OH)(CH.sub.2).sub.2 -cHx           1-10                                                                              H   --                                                                              CH.sub.3 OCH.sub.2                                                                     0 5-(CH.sub.2).sub.2 CH(OH)(CH.sub.2).sub.2 -cHx           1-11                                                                              H   --                                                                              EtOCH.sub.2                                                                            0 5-(CH.sub.2).sub.2 CH(OH)(CH.sub.2).sub.2 -cHx           1-12                                                                              H   --                                                                              S-tBu    0 5-(CH.sub.2).sub.2 CH(OH)(CH.sub.2).sub.2 -cHx           1-13                                                                              H   --                                                                              S-iPr    0 5-(CH.sub.2).sub.2 CH(OH)(CH.sub.2).sub.2 -cHx           1-14                                                                              H   --                                                                              S-Ph     0 5-(CH.sub.2).sub.2 CH(OH)(CH.sub.2).sub.2 -cHx           1-15                                                                              H   H tBu      1 5-(CH.sub.2).sub.2 CH(OH)(CH.sub.2).sub.2 -cHx           1-16                                                                              H   H iPr      1 5-(CH.sub.2).sub.2 CH(OH)(CH.sub.2).sub.2 -cHx           1-17                                                                              H   Bu                                                                              tBu      1 5-(CH.sub.2).sub.2 CH(OH)(CH.sub.2).sub.2 -cHx           1-18                                                                              H   Pn                                                                              tBu      1 5-(CH.sub.2).sub.2 CH(OH)(CH.sub.2).sub.2 -cHx           1-19                                                                              H   Hx                                                                              tBu      1 5-(CH.sub.2).sub.2 CH(OH)(CH.sub.2).sub.2 -cHx           1-20                                                                              H   Hp                                                                              tBu      1 5-(CH.sub.2).sub.2 CH(OH)(CH.sub.2).sub.2 -cHx           1-21                                                                              3-Cl                                                                              Hp                                                                              tBu      1 5-(CH.sub.2).sub.2 CH(OH)(CH.sub.2).sub.2 -cHx           1-22                                                                              3-Br                                                                              Hp                                                                              tBu      1 5-(CH.sub.2).sub.2 CH(OH)(CH.sub.2).sub.2 -cHx           1-23                                                                              3-OMe                                                                             Hp                                                                              tBu      1 5-(CH.sub.2).sub.2 CH(OH)(CH.sub.2).sub.2 -cHx           1-24                                                                              2-OMe                                                                             Hp                                                                              tBu      1 5-(CH.sub.2).sub.2 CH(OH)(CH.sub.2).sub.2 -cHx           1-25                                                                              H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OH)(CH.sub.2)-cHx                  1-26                                                                              H   --                                                                              iPr      0 5-(CH.sub.2).sub.2 CH(OH)(CH.sub.2)-cHx                  1-27                                                                              H   --                                                                              iBu      0 5-(CH.sub.2).sub.2 CH(OH)(CH.sub.2)-cHx                  1-28                                                                              H   --                                                                              Et       0 5-(CH.sub.2).sub.2 CH(OH)(CH.sub.2)-cHx                  1-29                                                                              H   --                                                                              MeOCH.sub.2 CMe.sub.2                                                                  0 5-(CH.sub.2).sub.2 CH(OH)(CH.sub.2)-cHx                  1-30                                                                              H   --                                                                              EtCMe.sub.2                                                                            0 5-(CH.sub.2).sub.2 CH(OH)(CH.sub.2)-cHx                  1-31                                                                              H   --                                                                              PrCMe.sub.2                                                                            0 5-(CH.sub.2).sub.2 CH(OH)(CH.sub.2)-cHx                  1-32                                                                              H   --                                                                              BuCMe.sub.2                                                                            0 5-(CH.sub.2).sub.2 CH(OH)(CH.sub.2)-cHx                  1-33                                                                              H   --                                                                              PnCMe.sub.2                                                                            0 5-(CH.sub.2).sub.2 CH(OH)(CH.sub.2)-cHx                  1-34                                                                              H   --                                                                              CH.sub.3 OCH.sub.2                                                                     0 5-(CH.sub.2).sub.2 CH(OH)(CH.sub.2)-cHx                  1-35                                                                              H   --                                                                              EtOCH.sub.2                                                                            0 5-(CH.sub.2).sub.2 CH(OH)(CH.sub.2)-cHx                  1-36                                                                              H   --                                                                              S-tBu    0 5-(CH.sub.2).sub.2 CH(OH)(CH.sub.2)-cHx                  1-37                                                                              H   --                                                                              S-iPr    0 5-(CH.sub.2).sub.2 CH(OH)(CH.sub.2)-cHx                  1-38                                                                              H   --                                                                              S-Ph     0 5-(CH.sub.2).sub.2 CH(OH)(CH.sub.2)-cHx                  1-39                                                                              H   H tBu      1 5-(CH.sub.2).sub.2 CH(OH)(CH.sub.2)-cHx                  1-40                                                                              H   H iPr      1 5-(CH.sub.2).sub.2 CH(OH)(CH.sub.2)-cHx                  1-41                                                                              H   Bu                                                                              tBu      1 5-(CH.sub.2).sub.2 CH(OH)(CH.sub.2)-cHx                  1-42                                                                              H   Pn                                                                              tBu      1 5-(CH.sub.2).sub.2 CH(OH)(CH.sub.2)-cHx                  1-43                                                                              H   Hx                                                                              tBu      1 5-(CH.sub.2).sub.2 CH(OH)(CH.sub.2)-cHx                  1-44                                                                              H   Hp                                                                              tBu      1 5-(CH.sub.2).sub.2 CH(OH)(CH.sub.2)-cHx                  1-45                                                                              3-Cl                                                                              Hp                                                                              tBu      1 5-(CH.sub.2).sub.2 CH(OH)(CH.sub.2)-cHx                  1-46                                                                              3-Br                                                                              Hp                                                                              tBu      1 5-(CH.sub.2).sub.2 CH(OH)(CH.sub.2)-cHx                  1-47                                                                              3-OMe                                                                             Hp                                                                              tBu      1 5-(CH.sub.2).sub.2 CH(OH)(CH.sub.2)-cHx                  1-48                                                                              2-OMe                                                                             Hp                                                                              tBu      1 5-(CH.sub.2).sub.2 CH(OH)(CH.sub.2)-cHx                  1-49                                                                              H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OH)(CH.sub.2).sub.3 -cHx           1-50                                                                              H   --                                                                              iPr      0 5-(CH.sub.2).sub.2 CH(OH)(CH.sub.2).sub.3 -cHx           1-51                                                                              H   --                                                                              iBu      0 5-(CH.sub.2).sub.2 CH(OH)(CH.sub.2).sub.3 -cHx           1-52                                                                              H   --                                                                              Et       0 5-(CH.sub.2).sub.2 CH(OH)(CH.sub.2).sub.3 -cHx           1-53                                                                              H   --                                                                              MeOCH.sub.2 CMe.sub.2                                                                  0 5-(CH.sub.2).sub.2 CH(OH)(CH.sub.2).sub.3 -cHx           1-54                                                                              H   --                                                                              EtCMe.sub.2                                                                            0 5-(CH.sub.2).sub.2 CH(OH)(CH.sub.2).sub.3 -cHx           1-55                                                                              H   --                                                                              PrCMe.sub.2                                                                            0 5-(CH.sub.2).sub.2 CH(OH)(CH.sub.2).sub.3 -cHx           1-56                                                                              H   --                                                                              BuCMe.sub.2                                                                            0 5-(CH.sub.2).sub.2 CH(OH)(CH.sub.2).sub.3 -cHx           1-57                                                                              H   --                                                                              PnCMe.sub.2                                                                            0 5-(CH.sub.2).sub.2 CH(OH)(CH.sub.2).sub.3 -cHx           1-58                                                                              H   --                                                                              CH.sub.3 OCH.sub.2                                                                     0 5-(CH.sub.2).sub.2 CH(OH)(CH.sub.2).sub.3 -cHx           1-59                                                                              H   --                                                                              EtOCH.sub.2                                                                            0 5-(CH.sub.2).sub.2 CH(OH)(CH.sub.2).sub.3 -cHx           1-60                                                                              H   --                                                                              S-tBu    0 5-(CH.sub.2).sub.2 CH(OH)(CH.sub.2).sub.3 -cHx           1-61                                                                              H   --                                                                              S-iPr    0 5-(CH.sub.2).sub.2 CH(OH)(CH.sub.2).sub.3 -cHx           1-62                                                                              H   --                                                                              S-Ph     0 5-(CH.sub.2).sub.2 CH(OH)(CH.sub.2).sub.3 -cHx           1-63                                                                              H   H tBu      1 5-(CH.sub.2).sub.2 CH(OH)(CH.sub.2).sub.3 -cHx           1-64                                                                              H   H iPr      1 5-(CH.sub.2).sub.2 CH(OH)(CH.sub.2).sub.3 -cHx           1-65                                                                              H   Bu                                                                              tBu      1 5-(CH.sub.2).sub.2 CH(OH)(CH.sub.2).sub.3 -cHx           1-66                                                                              H   Pn                                                                              tBu      1 5-(CH.sub.2).sub.2 CH(OH)(CH.sub.2).sub.3 -cHx           1-67                                                                              H   Hx                                                                              tBu      1 5-(CH.sub.2).sub.2 CH(OH)(CH.sub.2).sub.3 -cHx           1-68                                                                              H   Hp                                                                              tBu      1 5-(CH.sub.2).sub.2 CH(OH)(CH.sub.2).sub.3 -cHx           1-69                                                                              3-Cl                                                                              Hp                                                                              tBu      1 5-(CH.sub.2).sub.2 CH(OH)(CH.sub.2).sub.3 -cHx           1-70                                                                              3-Br                                                                              Hp                                                                              tBu      1 5-(CH.sub.2).sub.2 CH(OH)(CH.sub.2).sub.3 -cHx           1-71                                                                              3-OMe                                                                             Hp                                                                              tBu      1 5-(CH.sub.2).sub.2 CH(OH)(CH.sub.2).sub.3 -cHx           1-72                                                                              2-OMe                                                                             Hp                                                                              tBu      1 5-(CH.sub.2).sub.2 CH(OH)(CH.sub.2).sub.3 -cHx           1-73                                                                              H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OH)(CH.sub.2).sub.4 -cHx           1-74                                                                              H   --                                                                              iPr      0 5-(CH.sub.2).sub.2 CH(OH)(CH.sub.2).sub.4 -cHx           1-75                                                                              H   --                                                                              iBu      0 5-(CH.sub.2).sub.2 CH(OH)(CH.sub.2).sub.4 -cHx           1-76                                                                              H   --                                                                              Et       0 5-(CH.sub.2).sub.2 CH(OH)(CH.sub.2).sub.4 -cHx           1-77                                                                              H   --                                                                              MeOCH.sub.2 CMe.sub.2                                                                  0 5-(CH.sub.2).sub.2 CH(OH)(CH.sub.2).sub.4 -cHx           1-78                                                                              H   --                                                                              EtCMe.sub.2                                                                            0 5-(CH.sub.2).sub.2 CH(OH)(CH.sub.2).sub.4 -cHx           1-79                                                                              H   --                                                                              PrCMe.sub.2                                                                            0 5-(CH.sub.2).sub.2 CH(OH)(CH.sub.2).sub.4 -cHx           1-80                                                                              H   --                                                                              BuCMe.sub.2                                                                            0 5-(CH.sub.2).sub.2 CH(OH)(CH.sub.2).sub.4 -cHx           1-81                                                                              H   --                                                                              PnCMe.sub.2                                                                            0 5-(CH.sub.2).sub.2 CH(OH)(CH.sub.2).sub.4 -cHx           1-82                                                                              H   --                                                                              CH.sub.3 OCH.sub.2                                                                     0 5-(CH.sub.2).sub.2 CH(OH)(CH.sub.2).sub.4 -cHx           1-83                                                                              H   --                                                                              EtOCH.sub.2                                                                            0 5-(CH.sub.2).sub.2 CH(OH)(CH.sub.2).sub.4 -cHx           1-84                                                                              H   --                                                                              S-tBu    0 5-(CH.sub.2).sub.2 CH(OH)(CH.sub.2).sub.4 -cHx           1-85                                                                              H   --                                                                              S-iPr    0 5-(CH.sub.2).sub.2 CH(OH)(CH.sub.2).sub.4 -cHx           1-86                                                                              H   --                                                                              S-Ph     0 5-(CH.sub.2).sub.2 CH(OH)(CH.sub.2).sub.4 -cHx           1-87                                                                              H   H tBu      1 5-(CH.sub.2).sub.2 CH(OH)(CH.sub.2).sub.4 -cHx           1-88                                                                              H   H iPr      1 5-(CH.sub.2).sub.2 CH(OH)(CH.sub.2).sub.4 -cHx           1-89                                                                              H   Bu                                                                              tBu      1 5-(CH.sub.2).sub.2 CH(OH)(CH.sub.2).sub.4 -cHx           1-90                                                                              H   Pn                                                                              tBu      1 5-(CH.sub.2).sub.2 CH(OH)(CH.sub.2).sub.4 -cHx           1-91                                                                              H   Hx                                                                              tBu      1 5-(CH.sub.2).sub.2 CH(OH)(CH.sub.2).sub.4 -cHx           1-92                                                                              H   Hp                                                                              tBu      1 5-(CH.sub.2).sub.2 CH(OH)(CH.sub.2).sub.4 -cHx           1-93                                                                              3-Cl                                                                              Hp                                                                              tBu      1 5-(CH.sub.2).sub.2 CH(OH)(CH.sub.2).sub.4 -cHx           1-94                                                                              3-Br                                                                              Hp                                                                              tBu      1 5-(CH.sub.2).sub.2 CH(OH)(CH.sub.2).sub.4 -cHx           1-95                                                                              3-OMe                                                                             Hp                                                                              tBu      1 5-(CH.sub.2).sub.2 CH(OH)(CH.sub.2).sub.4 -cHx           1-96                                                                              2-OMe                                                                             Hp                                                                              tBu      1 5-(CH.sub.2).sub.2 CH(OH)(CH.sub.2).sub.4 -cHx           1-97                                                                              H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OH)(CH.sub.2).sub.5 -cHx           1-98                                                                              H   --                                                                              iPr      0 5-(CH.sub.2).sub.2 CH(OH)(CH.sub.2).sub.5 -cHx           1-99                                                                              H   --                                                                              iBu      0 5-(CH.sub.2).sub.2 CH(OH)(CH.sub.2).sub.5 -cHx           1-100                                                                             H   --                                                                              Et       0 5-(CH.sub.2).sub.2 CH(OH)(CH.sub.2).sub.5 -cHx           1-101                                                                             H   --                                                                              MeOCH.sub.2 CMe.sub.2                                                                  0 5-(CH.sub.2).sub.2 CH(OH)(CH.sub.2).sub.5 -cHx           1-102                                                                             H   --                                                                              EtCMe.sub.2                                                                            0 5-(CH.sub.2).sub.2 CH(OH)(CH.sub.2).sub.5 -cHx           1-103                                                                             H   --                                                                              PrCMe.sub.2                                                                            0 5-(CH.sub.2).sub.2 CH(OH)(CH.sub.2).sub.5 -cHx           1-104                                                                             H   --                                                                              BuCMe.sub.2                                                                            0 5-(CH.sub.2).sub.2 CH(OH)(CH.sub.2).sub.5 -cHx           1-105                                                                             H   --                                                                              PnCMe.sub.2                                                                            0 5-(CH.sub.2).sub.2 CH(OH)(CH.sub.2).sub.5 -cHx           1-106                                                                             H   --                                                                              CH.sub.3 OCH.sub.2                                                                     0 5-(CH.sub.2).sub.2 CH(OH)(CH.sub.2).sub.5 -cHx           1-107                                                                             H   --                                                                              EtOCH.sub.2                                                                            0 5-(CH.sub.2).sub.2 CH(OH)(CH.sub.2).sub.5 -cHx           1-108                                                                             H   --                                                                              S-tBu    0 5-(CH.sub.2).sub.2 CH(OH)(CH.sub.2).sub.5 -cHx           1-109                                                                             H   --                                                                              S-iPr    0 5-(CH.sub.2).sub.2 CH(OH)(CH.sub.2).sub.5 -cHx           1-110                                                                             H   --                                                                              S-Ph     0 5-(CH.sub.2).sub.2 CH(OH)(CH.sub.2).sub.5 -cHx           1-111                                                                             H   H tBu      1 5-(CH.sub.2).sub.2 CH(OH)(CH.sub.2).sub.5 -cHx           1-112                                                                             H   H iPr      1 5-(CH.sub.2).sub.2 CH(OH)(CH.sub.2).sub.5 -cHx           1-113                                                                             H   Bu                                                                              tBu      1 5-(CH.sub.2).sub.2 CH(OH)(CH.sub.2).sub.5 -cHx           1-114                                                                             H   Pn                                                                              tBu      1 5-(CH.sub.2).sub.2 CH(OH)(CH.sub.2).sub.5 -cHx           1-115                                                                             H   Hx                                                                              tBu      1 5-(CH.sub.2).sub.2 CH(OH)(CH.sub.2).sub.5 -cHx           1-116                                                                             H   Hp                                                                              tBu      1 5-(CH.sub.2).sub.2 CH(OH)(CH.sub.2).sub.5 -cHx           1-117                                                                             3-Cl                                                                              Hp                                                                              tBu      1 5-(CH.sub.2).sub.2 CH(OH)(CH.sub.2).sub.5 -cHx           1-118                                                                             3-Br                                                                              Hp                                                                              tBu      1 5-(CH.sub.2).sub.2 CH(OH)(CH.sub.2).sub.5 -cHx           1-119                                                                             3-OMe                                                                             Hp                                                                              tBu      1 5-(CH.sub.2).sub.2 CH(OH)(CH.sub.2).sub.5 -cHx           1-120                                                                             H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OH)(CH.sub.2).sub.6 -cHx           1-121                                                                             H   --                                                                              iPr      0 5-(CH.sub.2).sub.2 CH(OH)(CH.sub.2).sub.6 -cHx           1-122                                                                             H   --                                                                              iBu      0 5-(CH.sub.2).sub.2 CH(OH)(CH.sub.2).sub.6 -cHx           1-123                                                                             H   --                                                                              Et       0 5-(CH.sub.2).sub.2 CH(OH)(CH.sub.2).sub.6 -cHx           1-124                                                                             H   --                                                                              MeOCH.sub.2 CMe.sub.2                                                                  0 5-(CH.sub.2).sub.2 CH(OH)(CH.sub.2).sub.6 -cHx           1-125                                                                             H   --                                                                              CH.sub.3 OCH.sub.2                                                                     0 5-(CH.sub.2).sub.2 CH(OH)(CH.sub.2).sub.6 -cHx           1-126                                                                             H   --                                                                              EtOCH.sub.2                                                                            0 5-(CH.sub.2).sub.2 CH(OH)(CH.sub.2).sub.6 -cHx           1-127                                                                             H   --                                                                              S-tBu    0 5-(CH.sub.2).sub.2 CH(OH)(CH.sub.2).sub.6 -cHx           1-128                                                                             H   --                                                                              S-iPr    0 5-(CH.sub.2).sub.2 CH(OH)(CH.sub.2).sub.6 -cHx           1-129                                                                             H   --                                                                              S-Ph     0 5-(CH.sub.2).sub.2 CH(OH)(CH.sub.2).sub.6 -cHx           1-130                                                                             H   H tBu      1 5-(CH.sub.2).sub.2 CH(OH)(CH.sub.2).sub.6 -cHx           1-131                                                                             H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OH)-cHx                            1-132                                                                             H   --                                                                              iPr      0 5-(CH.sub.2).sub.2 CH(OH)-cHx                            1-133                                                                             H   --                                                                              iBu      0 5-(CH.sub.2).sub.2 CH(OH)-cHx                            1-134                                                                             H   --                                                                              Et       0 5-(CH.sub.2).sub.2 CH(OH)-cHx                            1-135                                                                             H   --                                                                              MeOCH.sub.2 CMe.sub.2                                                                  0 5-(CH.sub.2).sub.2 CH(OH)-cHx                            1-136                                                                             H   --                                                                              EtCMe.sub.2                                                                            0 5-(CH.sub.2).sub.2 CH(OH)-cHx                            1-137                                                                             H   --                                                                              PrCMe.sub.2                                                                            0 5-(CH.sub.2).sub.2 CH(OH)-cHx                            1-138                                                                             H   --                                                                              BuCMe.sub.2                                                                            0 5-(CH.sub.2).sub.2 CH(OH)-cHx                            1-139                                                                             H   --                                                                              PnCMe.sub.2                                                                            0 5-(CH.sub.2).sub.2 CH(OH)-cHx                            1-140                                                                             H   --                                                                              CH.sub.3 OCH.sub.2                                                                     0 5-(CH.sub.2).sub.2 CH(OH)-cHx                            1-141                                                                             H   --                                                                              EtOCH.sub.2                                                                            0 5-(CH.sub.2).sub.2 CH(OH)-cHx                            1-142                                                                             H   --                                                                              S-tBu    0 5-(CH.sub.2).sub.2 CH(OH)-cHx                            1-143                                                                             H   --                                                                              S-iPr    0 5-(CH.sub.2).sub.2 CH(OH)-cHx                            1-144                                                                             H   --                                                                              S-Ph     0 5-(CH.sub.2).sub.2 CH(OH)-cHx                            1-145                                                                             H   H tBu      1 5-(CH.sub.2).sub.2 CH(OH)-cHx                            1-146                                                                             H   H iPr      1 5-(CH.sub.2).sub.2 CH(OH)-cHx                            1-147                                                                             H   Bu                                                                              tBu      1 5-(CH.sub.2).sub.2 CH(OH)-cHx                            1-148                                                                             H   Pn                                                                              tBu      1 5-(CH.sub.2).sub.2 CH(OH)-cHx                            1-149                                                                             H   Hx                                                                              tBu      1 5-(CH.sub.2).sub.2 CH(OH)-cHx                            1-150                                                                             H   Hp                                                                              tBu      1 5-(CH.sub.2).sub.2 CH(OH)-cHx                            1-151                                                                             3-Cl                                                                              Hp                                                                              tBu      1 5-(CH.sub.2).sub.2 CH(OH)-cHx                            1-152                                                                             3-Br                                                                              Hp                                                                              tBu      1 5-(CH.sub.2).sub.2 CH(OH)-cHx                            1-153                                                                             3-OMe                                                                             Hp                                                                              tBu      1 5-(CH.sub.2).sub.2 CH(OH)-cHx                            1-154                                                                             2-OMe                                                                             Hp                                                                              tBu      1 5-(CH.sub.2).sub.2 CH(OH)-cHx                            1-155                                                                             H   --                                                                              tBu      0 5-CH(OH)-cHx                                             1-156                                                                             H   --                                                                              iPr      0 5-CH(OH)-cHx                                             1-157                                                                             H   --                                                                              iBu      0 5-CH(OH)-cHx                                             1-158                                                                             H   --                                                                              Et       0 5-CH(OH)-cHx                                             1-159                                                                             H   --                                                                              MeOCH.sub.2 CMe.sub.2                                                                  0 5-CH(OH)-cHx                                             1-160                                                                             H   --                                                                              EtCMe.sub.2                                                                            0 5-CH(OH)-cHx                                             1-161                                                                             H   --                                                                              PrCMe.sub.2                                                                            0 5-CH(OH)-cHx                                             1-162                                                                             H   --                                                                              BuCMe.sub.2                                                                            0 5-CH(OH)-cHx                                             1-163                                                                             H   --                                                                              PnCMe.sub.2                                                                            0 5-CH(OH)-cHx                                             1-164                                                                             H   --                                                                              CH.sub.3 OCH.sub.2                                                                     0 5-CH(OH)-cHx                                             1-165                                                                             H   --                                                                              EtOCH.sub.2                                                                            0 5-CH(OH)-cHx                                             1-166                                                                             H   --                                                                              S-tBu    0 5-CH(OH)-cHx                                             1-167                                                                             H   --                                                                              S-iPr    0 5-CH(OH)-cHx                                             1-168                                                                             H   --                                                                              S-Ph     0 5-CH(OH)-cHx                                             1-169                                                                             H   H tBu      1 5-CH(OH)-cHx                                             1-170                                                                             H   H iPr      1 5-CH(OH)-cHx                                             1-171                                                                             H   Bu                                                                              tBu      1 5-CH(OH)-cHx                                             1-172                                                                             H   Pn                                                                              tBu      1 5-CH(OH)-cHx                                             1-173                                                                             H   Hx                                                                              tBu      1 5-CH(OH)-cHx                                             1-174                                                                             H   Hp                                                                              tBu      1 5-CH(OH)-cHx                                             1-175                                                                             3-Cl                                                                              Hp                                                                              tBu      1 5-CH(OH)-cHx                                             1-176                                                                             3-Br                                                                              Hp                                                                              tBu      1 5-CH(OH)-cHx                                             1-177                                                                             3-OMe                                                                             Hp                                                                              tBu      1 5-CH(OH)-cHx                                             1-178                                                                             2-OMe                                                                             Hp                                                                              tBu      1 5-CH(OH)-cHx                                             1-179                                                                             H   --                                                                              tBu      0 5-CH(OH)(CH.sub.2)-cHx                                   1-180                                                                             H   --                                                                              iPr      0 5-CH(OH)(CH.sub.2)-cHx                                   1-181                                                                             H   --                                                                              iBu      0 5-CH(OH)(CH.sub.2)-cHx                                   1-182                                                                             H   --                                                                              Et       0 5-CH(OH)(CH.sub.2)-cHx                                   1-183                                                                             H   --                                                                              MeOCH.sub.2 CMe.sub.2                                                                  0 5-CH(OH)(CH.sub.2)-cHx                                   1-184                                                                             H   --                                                                              EtCMe.sub.2                                                                            0 5-CH(OH)(CH.sub.2)-cHx                                   1-185                                                                             H   --                                                                              PrCMe.sub.2                                                                            0 5-CH(OH)(CH.sub.2)-cHx                                   1-186                                                                             H   --                                                                              BuCMe.sub.2                                                                            0 5-CH(OH)(CH.sub.2)-cHx                                   1-187                                                                             H   --                                                                              PnCMe.sub.2                                                                            0 5-CH(OH)(CH.sub.2)-cHx                                   1-188                                                                             H   --                                                                              CH.sub.3 OCH.sub.2                                                                     0 5-CH(OH)(CH.sub.2)-cHx                                   1-189                                                                             H   --                                                                              EtOCH.sub.2                                                                            0 5-CH(OH)(CH.sub.2)-cHx                                   1-190                                                                             H   --                                                                              S-tBu    0 5-CH(OH)(CH.sub.2)-cHx                                   1-191                                                                             H   --                                                                              S-iPr    0 5-CH(OH)(CH.sub.2)-cHx                                   1-192                                                                             H   --                                                                              S-Ph     0 5-CH(OH)(CH.sub.2)-cHx                                   1-193                                                                             H   H tBu      1 5-CH(OH)(CH.sub.2)-cHx                                   1-194                                                                             H   H iPr      1 5-CH(OH)(CH.sub.2)-cHx                                   1-195                                                                             H   Bu                                                                              tBu      1 5-CH(OH)(CH.sub.2)-cHx                                   1-196                                                                             H   Pn                                                                              tBu      1 5-CH(OH)(CH.sub.2)-cHx                                   1-197                                                                             H   Hx                                                                              tBu      1 5-CH(OH)(CH.sub.2)-cHx                                   1-198                                                                             H   Hp                                                                              tBu      1 5-CH(OH)(CH.sub.2)-cHx                                   1-199                                                                             3-Cl                                                                              Hp                                                                              tBu      1 5-CH(OH)(CH.sub.2)-cHx                                   1-200                                                                             3-Br                                                                              Hp                                                                              tBu      1 5-CH(OH)(CH.sub.2)-cHx                                   1-201                                                                             3-OMe                                                                             Hp                                                                              tBu      1 5-CH(OH)(CH.sub.2)-cHx                                   1-202                                                                             2-OMe                                                                             Hp                                                                              tBu      1 5-CH(OH)(CH.sub.2)-cHx                                   1-203                                                                             H   --                                                                              tBu      0 5-CH(OH)(CH.sub.2).sub.2 -cHx                            1-204                                                                             H   --                                                                              iPr      0 5-CH(OH)(CH.sub.2).sub.2 -cHx                            1-205                                                                             H   --                                                                              iBu      0 5-CH(OH)(CH.sub.2).sub.2 -cHx                            1-206                                                                             H   --                                                                              Et       0 5-CH(OH)(CH.sub.2).sub.2 -cHx                            1-207                                                                             H   --                                                                              MeOCH.sub.2 CMe.sub.2                                                                  0 5-CH(OH)(CH.sub.2).sub.2 -cHx                            1-208                                                                             H   --                                                                              EtCMe.sub.2                                                                            0 5-CH(OH)(CH.sub.2).sub.2 -cHx                            1-209                                                                             H   --                                                                              PrCMe.sub.2                                                                            0 5-CH(OH)(CH.sub.2).sub.2 -cHx                            1-210                                                                             H   --                                                                              BuCMe.sub.2                                                                            0 5-CH(OH)(CH.sub.2).sub.2 -cHx                            1-211                                                                             H   --                                                                              PnCMe.sub.2                                                                            0 5-CH(OH)(CH.sub.2).sub.2 -cHx                            1-212                                                                             H   --                                                                              CH.sub.3 OCH.sub.2                                                                     0 5-CH(OH)(CH.sub.2).sub.2 -cHx                            1-213                                                                             H   --                                                                              EtOCH.sub.2                                                                            0 5-CH(OH)(CH.sub.2).sub.2 -cHx                            1-214                                                                             H   --                                                                              S-tBu    0 5-CH(OH)(CH.sub.2).sub.2 -cHx                            1-215                                                                             H   --                                                                              S-iPr    0 5-CH(OH)(CH.sub.2).sub.2 -cHx                            1-216                                                                             H   --                                                                              S-Ph     0 5-CH(OH)(CH.sub.2).sub.2 -cHx                            1-217                                                                             H   H tBu      1 5-CH(OH)(CH.sub.2).sub.2 -cHx                            1-218                                                                             H   H iPr      1 5-CH(OH)(CH.sub.2).sub.2 -cHx                            1-219                                                                             H   Bu                                                                              tBu      1 5-CH(OH)(CH.sub.2).sub.2 -cHx                            1-220                                                                             H   Pn                                                                              tBu      1 5-CH(OH)(CH.sub.2).sub.2 -cHx                            1-221                                                                             H   Hx                                                                              tBu      1 5-CH(OH)(CH.sub.2).sub.2 -cHx                            1-222                                                                             H   Hp                                                                              tBu      1 5-CH(OH)(CH.sub.2).sub.2 -cHx                            1-223                                                                             3-Cl                                                                              Hp                                                                              tBu      1 5-CH(OH)(CH.sub.2).sub.2 -cHx                            1-224                                                                             3-Br                                                                              Hp                                                                              tBu      1 5-CH(OH)(CH.sub.2).sub.2 -cHx                            1-225                                                                             3-OMe                                                                             Hp                                                                              tBu      1 5-CH(OH)(CH.sub.2).sub.2 -cHx                            1-226                                                                             2-OMe                                                                             Hp                                                                              tBu      1 5-CH(OH)(CH.sub.2).sub.2 -cHx                            1-227                                                                             H   --                                                                              tBu      0 5-CH(OH)(CH.sub.2).sub.3 -cHx                            1-228                                                                             H   --                                                                              iPr      0 5-CH(OH)(CH.sub.2).sub.3 -cHx                            1-229                                                                             H   --                                                                              iBu      0 5-CH(OH)(CH.sub.2).sub.3 -cHx                            1-230                                                                             H   --                                                                              Et       0 5-CH(OH)(CH.sub.2).sub.3 -cHx                            1-231                                                                             H   --                                                                              MeOCH.sub.2 CMe.sub.2                                                                  0 5-CH(OH)(CH.sub.2).sub.3 -cHx                            1-232                                                                             H   --                                                                              EtCMe.sub.2                                                                            0 5-CH(OH)(CH.sub.2).sub.3 -cHx                            1-233                                                                             H   --                                                                              PrCMe.sub.2                                                                            0 5-CH(OH)(CH.sub.2).sub.3 -cHx                            1-234                                                                             H   --                                                                              BuCMe.sub.2                                                                            0 5-CH(OH)(CH.sub.2).sub.3 -cHx                            1-235                                                                             H   --                                                                              PnCMe.sub.2                                                                            0 5-CH(OH)(CH.sub.2).sub.3 -cHx                            1-236                                                                             H   --                                                                              CH.sub.3 OCH.sub.2                                                                     0 5-CH(OH)(CH.sub.2).sub.3 -cHx                            1-237                                                                             H   --                                                                              EtOCH.sub.2                                                                            0 5-CH(OH)(CH.sub.2).sub.3 -cHx                            1-238                                                                             H   --                                                                              S-tBu    0 5-CH(OH)(CH.sub.2).sub.3 -cHx                            1-239                                                                             H   --                                                                              S-iPr    0 5-CH(OH)(CH.sub.2).sub.3 -cHx                            1-240                                                                             H   --                                                                              S-Ph     0 5-CH(OH)(CH.sub.2).sub.3 -cHx                            1-241                                                                             H   H tBu      1 5-CH(OH)(CH.sub.2).sub.3 -cHx                            1-242                                                                             H   H iPr      1 5-CH(OH)(CH.sub.2).sub.3 -cHx                            1-243                                                                             H   Bu                                                                              tBu      1 5-CH(OH)(CH.sub.2).sub.3 -cHx                            1-244                                                                             H   Pn                                                                              tBu      1 5-CH(OH)(CH.sub.2).sub.3 -cHx                            1-245                                                                             H   Hx                                                                              tBu      1 5-CH(OH)(CH.sub.2).sub.3 -cHx                            1-246                                                                             H   Hp                                                                              tBu      1 5-CH(OH)(CH.sub.2).sub.3 -cHx                            1-247                                                                             3-Cl                                                                              Hp                                                                              tBu      1 5-CH(OH)(CH.sub.2).sub.3 -cHx                            1-248                                                                             3-Br                                                                              Hp                                                                              tBu      1 5-CH(OH)(CH.sub.2).sub.3 -cHx                            1-249                                                                             3-OMe                                                                             Hp                                                                              tBu      1 5-CH(OH)(CH.sub.2).sub.3 -cHx                            1-250                                                                             2-OMe                                                                             Hp                                                                              tBu      1 5-CH(OH)(CH.sub.2).sub.3 -cHx                            1-251                                                                             H   --                                                                              tBu      0 5-CH(OH)(CH.sub.2).sub.4 -cHx                            1-252                                                                             H   --                                                                              iPr      0 5-CH(OH)(CH.sub.2).sub.4 -cHx                            1-253                                                                             H   --                                                                              iBu      0 5-CH(OH)(CH.sub.2).sub.4 -cHx                            1-254                                                                             H   --                                                                              Et       0 5-CH(OH)(CH.sub.2).sub.4 -cHx                            1-255                                                                             H   --                                                                              MeOCH.sub.2 CMe.sub.2                                                                  0 5-CH(OH)(CH.sub.2).sub.4 -cHx                            1-256                                                                             H   --                                                                              EtCMe.sub.2                                                                            0 5-CH(OH)(CH.sub.2).sub.4 -cHx                            1-257                                                                             H   --                                                                              PrCMe.sub.2                                                                            0 5-CH(OH)(CH.sub.2).sub.4 -cHx                            1-258                                                                             H   --                                                                              BuCMe.sub.2                                                                            0 5-CH(OH)(CH.sub.2).sub.4 -cHx                            1-259                                                                             H   --                                                                              PnCMe.sub.2                                                                            0 5-CH(OH)(CH.sub.2).sub.4 -cHx                            1-260                                                                             H   --                                                                              CH.sub.3 OCH.sub.2                                                                     0 5-CH(OH)(CH.sub.2).sub.4 -cHx                            1-261                                                                             H   --                                                                              EtOCH.sub.2                                                                            0 5-CH(OH)(CH.sub.2).sub.4 -cHx                            1-262                                                                             H   --                                                                              S-tBu    0 5-CH(OH)(CH.sub.2).sub.4 -cHx                            1-263                                                                             H   --                                                                              S-iPr    0 5-CH(OH)(CH.sub.2).sub.4 -cHx                            1-264                                                                             H   --                                                                              S-Ph     0 5-CH(OH)(CH.sub.2).sub.4 -cHx                            1-265                                                                             H   H tBu      1 5-CH(OH)(CH.sub.2).sub.4 -cHx                            1-266                                                                             H   H iPr      1 5-CH(OH)(CH.sub.2).sub.4 -cHx                            1-267                                                                             H   Bu                                                                              tBu      1 5-CH(OH)(CH.sub.2).sub.4 -cHx                            1-268                                                                             H   Pn                                                                              tBu      1 5-CH(OH)(CH.sub.2).sub.4 -cHx                            1-269                                                                             H   Hx                                                                              tBu      1 5-CH(OH)(CH.sub.2).sub.4 -cHx                            1-270                                                                             H   Hp                                                                              tBu      1 5-CH(OH)(CH.sub.2).sub.4 -cHx                            1-271                                                                             3-Cl                                                                              Hp                                                                              tBu      1 5-CH(OH)(CH.sub.2).sub.4 -cHx                            1-272                                                                             3-Br                                                                              Hp                                                                              tBu      1 5-CH(OH)(CH.sub.2).sub.4 -cHx                            1-273                                                                             3-OMe                                                                             Hp                                                                              tBu      1 5-CH(OH)(CH.sub.2).sub.4 -cHx                            1-274                                                                             2-OMe                                                                             Hp                                                                              tBu      1 5-CH(OH)(CH.sub.2).sub.4 -cHx                            1-275                                                                             H   --                                                                              tBu      0 5-CH(OH)(CH.sub.2).sub.5 -cHx                            1-276                                                                             H   --                                                                              iPr      0 5-CH(OH)(CH.sub.2).sub.5 -cHx                            1-277                                                                             H   --                                                                              iBu      0 5-CH(OH)(CH.sub.2).sub.5 -cHx                            1-278                                                                             H   --                                                                              Et       0 5-CH(OH)(CH.sub.2).sub.5 -cHx                            1-279                                                                             H   --                                                                              MeOCH.sub.2 CMe.sub.2                                                                  0 5-CH(OH)(CH.sub.2).sub.5 -cHx                            1-280                                                                             H   --                                                                              EtCMe.sub.2                                                                            0 5-CH(OH)(CH.sub.2).sub.5 -cHx                            1-281                                                                             H   --                                                                              PrCMe.sub.2                                                                            0 5-CH(OH)(CH.sub.2).sub.5 -cHx                            1-282                                                                             H   --                                                                              BuCMe.sub.2                                                                            0 5-CH(OH)(CH.sub.2).sub.5 -cHx                            1-283                                                                             H   --                                                                              PnCMe.sub.2                                                                            0 5-CH(OH)(CH.sub.2).sub.5 -cHx                            1-284                                                                             H   --                                                                              CH.sub.3 OCH.sub.2                                                                     0 5-CH(OH)(CH.sub.2).sub.5 -cHx                            1-285                                                                             H   --                                                                              EtOCH.sub.2                                                                            0 5-CH(OH)(CH.sub.2).sub.5 -cHx                            1-286                                                                             H   --                                                                              S-tBu    0 5-CH(OH)(CH.sub.2).sub.5 -cHx                            1-287                                                                             H   --                                                                              S-iPr    0 5-CH(OH)(CH.sub.2).sub.5 -cHx                            1-288                                                                             H   --                                                                              S-Ph     0 5-CH(OH)(CH.sub.2).sub.5 -cHx                            1-289                                                                             H   H tBu      1 5-CH(OH)(CH.sub.2).sub.5 -cHx                            1-290                                                                             H   H iPr      1 5-CH(OH)(CH.sub.2).sub.5 -cHx                            1-291                                                                             H   Bu                                                                              tBu      1 5-CH(OH)(CH.sub.2).sub.5 -cHx                            1-292                                                                             H   Pn                                                                              tBu      1 5-CH(OH)(CH.sub.2).sub.5 -cHx                            1-293                                                                             H   Hx                                                                              tBu      1 5-CH(OH)(CH.sub.2).sub.5 -cHx                            1-294                                                                             H   Hp                                                                              tBu      1 5-CH(OH)(CH.sub.2).sub.5 -cHx                            1-295                                                                             3-Cl                                                                              Hp                                                                              tBu      1 5-CH(OH)(CH.sub.2).sub.5 -cHx                            1-296                                                                             3-Br                                                                              Hp                                                                              tBu      1 5-CH(OH)(CH.sub.2).sub.5 -cHx                            1-297                                                                             3-OMe                                                                             Hp                                                                              tBu      1 5-CH(OH)(CH.sub.2).sub.5 -cHx                            1-298                                                                             2-OMe                                                                             Hp                                                                              tBu      1 5-CH(OH)(CH.sub.2).sub.5 -cHx                            1-299                                                                             H   --                                                                              tBu      0 5-CH(OH)(CH.sub.2).sub.6 -cHx                            1-300                                                                             H   --                                                                              iPr      0 5-CH(OH)(CH.sub.2).sub.6 -cHx                            1-301                                                                             H   --                                                                              iBu      0 5-CH(OH)(CH.sub.2).sub.6 -cHx                            1-302                                                                             H   --                                                                              Et       0 5-CH(OH)(CH.sub.2).sub.6 -cHx                            1-303                                                                             H   --                                                                              MeOCH.sub.2 CMe.sub.2                                                                  0 5-CH(OH)(CH.sub.2).sub.6 -cHx                            1-304                                                                             H   --                                                                              EtCMe.sub.2                                                                            0 5-CH(OH)(CH.sub.2).sub.6 -cHx                            1-305                                                                             H   --                                                                              PrCMe.sub.2                                                                            0 5-CH(OH)(CH.sub.2).sub.6 -cHx                            1-306                                                                             H   --                                                                              BuCMe.sub.2                                                                            0 5-CH(OH)(CH.sub.2).sub.6 -cHx                            1-307                                                                             H   --                                                                              PnCMe.sub.2                                                                            0 5-CH(OH)(CH.sub.2).sub.6 -cHx                            1-308                                                                             H   --                                                                              CH.sub.3 OCH.sub.2                                                                     0 5-CH(OH)(CH.sub.2).sub.6 -cHx                            1-309                                                                             H   --                                                                              EtOCH.sub.2                                                                            0 5-CH(OH)(CH.sub.2).sub.6 -cHx                            1-310                                                                             H   --                                                                              S-tBu    0 5-CH(OH)(CH.sub.2).sub.6 -cHx                            1-311                                                                             H   --                                                                              S-iPr    0 5-CH(OH)(CH.sub.2).sub.6 -cHx                            1-312                                                                             H   --                                                                              S-Ph     0 5-CH(OH)(CH.sub.2).sub.6 -cHx                            1-313                                                                             H   H tBu      1 5-CH(OH)(CH.sub.2).sub.6 -cHx                            1-314                                                                             H   H iPr      1 5-CH(OH)(CH.sub.2).sub.6 -cHx                            1-315                                                                             H   Bu                                                                              tBu      1 5-CH(OH)(CH.sub.2).sub.6 -cHx                            1-316                                                                             H   Pn                                                                              tBu      1 5-CH(OH)(CH.sub.2).sub.6 -cHx                            1-317                                                                             H   Hx                                                                              tBu      1 5-CH(OH)(CH.sub.2).sub.6 -cHx                            1-318                                                                             H   Hp                                                                              tBu      1 5-CH(OH)(CH.sub.2).sub.6 -cHx                            1-319                                                                             3-Cl                                                                              Hp                                                                              tBu      1 5-CH(OH)(CH.sub.2).sub.6 -cHx                            1-320                                                                             3-Br                                                                              Hp                                                                              tBu      1 5-CH(OH)(CH.sub.2).sub.6 -cHx                            1-321                                                                             3-OMe                                                                             Hp                                                                              tBu      1 5-CH(OH)(CH.sub.2).sub.6 -cHx                            1-322                                                                             2-OMe                                                                             Hp                                                                              tBu      1 5-CH(OH)(CH.sub.2).sub.6 -cHx                            1-323                                                                             H   --                                                                              tBu      0 5-CH(OH)(CH.sub.2).sub.7 -cHx                            1-324                                                                             H   --                                                                              tBu      0 5-CH(OH)(CH.sub.2).sub.8 -cHx                            1-325                                                                             H   --                                                                              tBu      0 5-(CH.sub.2)CH(OH)-cHx                                   1-326                                                                             H   --                                                                              iPr      0 5-(CH.sub.2)CH(OH)-cHx                                   1-327                                                                             H   --                                                                              iBu      0 5-(CH.sub.2)CH(OH)-cHx                                   1-328                                                                             H   --                                                                              Et       0 5-(CH.sub.2)CH(OH)-cHx                                   1-329                                                                             H   --                                                                              MeOCH.sub.2 CMe.sub.2                                                                  0 5-(CH.sub.2)CH(OH)-cHx                                   1-330                                                                             H   --                                                                              EtCMe.sub.2                                                                            0 5-(CH.sub.2)CH(OH)-cHx                                   1-331                                                                             H   --                                                                              PrCMe.sub.2                                                                            0 5-(CH.sub.2)CH(OH)-cHx                                   1-332                                                                             H   --                                                                              BuCMe.sub.2                                                                            0 5-(CH.sub.2)CH(OH)-cHx                                   1-333                                                                             H   --                                                                              PnCMe.sub.2                                                                            0 5-(CH.sub.2)CH(OH)-cHx                                   1-334                                                                             H   --                                                                              CH.sub.3 OCH.sub.2                                                                     0 5-(CH.sub.2)CH(OH)-cHx                                   1-335                                                                             H   --                                                                              EtOCH.sub.2                                                                            0 5-(CH.sub.2)CH(OH)-cHx                                   1-336                                                                             H   --                                                                              S-tBu    0 5-(CH.sub.2)CH(OH)-cHx                                   1-337                                                                             H   --                                                                              S-iPr    0 5-(CH.sub.2)CH(OH)-cHx                                   1-338                                                                             H   --                                                                              S-Ph     0 5-(CH.sub.2)CH(OH)-cHx                                   1-339                                                                             H   H tBu      1 5-(CH.sub.2)CH(OH)-cHx                                   1-340                                                                             H   H iPr      1 5-(CH.sub.2)CH(OH)-cHx                                   1-341                                                                             H   Bu                                                                              tBu      1 5-(CH.sub.2)CH(OH)-cHx                                   1-342                                                                             H   Pn                                                                              tBu      1 5-(CH.sub.2)CH(OH)-cHx                                   1-343                                                                             H   Hx                                                                              tBu      1 5-(CH.sub.2)CH(OH)-cHx                                   1-344                                                                             H   Hp                                                                              tBu      1 5-(CH.sub.2)CH(OH)-cHx                                   1-345                                                                             3-Cl                                                                              Hp                                                                              tBu      1 5-(CH.sub.2)CH(OH)-cHx                                   1-346                                                                             3-Br                                                                              Hp                                                                              tBu      1 5-(CH.sub.2)CH(OH)-cHx                                   1-347                                                                             3-OMe                                                                             Hp                                                                              tBu      1 5-(CH.sub.2)CH(OH)-cHx                                   1-348                                                                             2-OMe                                                                             Hp                                                                              tBu      1 5-(CH.sub.2)CH(OH)-cHx                                   1-349                                                                             H   --                                                                              tBu      0 5-(CH.sub.2)CH(OH)(CH.sub.2)-cHx                         1-350                                                                             H   --                                                                              iPr      0 5-(CH.sub.2)CH(OH)(CH.sub.2)-cHx                         1-351                                                                             H   --                                                                              iBu      0 5-(CH.sub.2)CH(OH)(CH.sub.2)-cHx                         1-352                                                                             H   --                                                                              Et       0 5-(CH.sub.2)CH(OH)(CH.sub.2)-cHx                         1-353                                                                             H   --                                                                              MeOCH.sub.2 CMe.sub.2                                                                  0 5-(CH.sub.2)CH(OH)(CH.sub.2)-cHx                         1-354                                                                             H   --                                                                              EtCMe.sub.2                                                                            0 5-(CH.sub.2)CH(OH)(CH.sub.2)-cHx                         1-355                                                                             H   --                                                                              PrCMe.sub.2                                                                            0 5-(CH.sub.2)CH(OH)(CH.sub.2)-cHx                         1-356                                                                             H   --                                                                              BuCMe.sub.2                                                                            0 5-(CH.sub.2)CH(OH)(CH.sub.2)-cHx                         1-357                                                                             H   --                                                                              PnCMe.sub.2                                                                            0 5-(CH.sub.2)CH(OH)(CH.sub.2)-cHx                         1-358                                                                             H   --                                                                              CH.sub.3 OCH.sub.2                                                                     0 5-(CH.sub.2)CH(OH)(CH.sub.2)-cHx                         1-359                                                                             H   --                                                                              EtOCH.sub.2                                                                            0 5-(CH.sub.2)CH(OH)(CH.sub.2)-cHx                         1-360                                                                             H   --                                                                              S-tBu    0 5-(CH.sub.2)CH(OH)(CH.sub.2)-cHx                         1-361                                                                             H   --                                                                              S-iPr    0 5-(CH.sub.2)CH(OH)(CH.sub.2)-cHx                         1-362                                                                             H   --                                                                              S-Ph     0 5-(CH.sub.2)CH(OH)(CH.sub.2)-cHx                         1-363                                                                             H   H tBu      1 5-(CH.sub.2)CH(OH)(CH.sub.2)-cHx                         1-364                                                                             H   H iPr      1 5-(CH.sub.2)CH(OH)(CH.sub.2)-cHx                         1-365                                                                             H   Bu                                                                              tBu      1 5-(CH.sub.2)CH(OH)(CH.sub.2)-cHx                         1-366                                                                             H   Pn                                                                              tBu      1 5-(CH.sub.2)CH(OH)(CH.sub.2)-cHx                         1-367                                                                             H   Hx                                                                              tBu      1 5-(CH.sub.2)CH(OH)(CH.sub.2)-cHx                         1-368                                                                             H   Hp                                                                              tBu      1 5-(CH.sub.2)CH(OH)(CH.sub.2)-cHx                         1-369                                                                             3-Cl                                                                              Hp                                                                              tBu      1 5-(CH.sub.2)CH(OH)(CH.sub.2)-cHx                         1-370                                                                             3-Br                                                                              Hp                                                                              tBu      1 5-(CH.sub.2)CH(OH)(CH.sub.2)-cHx                         1-371                                                                             3-OMe                                                                             Hp                                                                              tBu      1 5-(CH.sub.2)CH(OH)(CH.sub.2)-cHx                         1-372                                                                             2-OMe                                                                             Hp                                                                              tBu      1 5-(CH.sub.2)CH(OH)(CH.sub.2)-cHx                         1-373                                                                             H   --                                                                              tBu      0 5-(CH.sub.2)CH(OH)(CH.sub.2).sub.2 -cHx                  1-374                                                                             H   --                                                                              iPr      0 5-(CH.sub.2)CH(OH)(CH.sub.2).sub.2 -cHx                  1-375                                                                             H   --                                                                              iBu      0 5-(CH.sub.2)CH(OH)(CH.sub.2).sub.2 -cHx                  1-376                                                                             H   --                                                                              Et       0 5-(CH.sub.2)CH(OH)(CH.sub.2).sub.2 -cHx                  1-377                                                                             H   --                                                                              MeOCH.sub.2 CMe.sub.2                                                                  0 5-(CH.sub.2)CH(OH)(CH.sub.2).sub.2 -cHx                  1-378                                                                             H   --                                                                              EtCMe.sub.2                                                                            0 5-(CH.sub.2)CH(OH)(CH.sub.2).sub.2 -cHx                  1-379                                                                             H   --                                                                              PrCMe.sub.2                                                                            0 5-(CH.sub.2)CH(OH)(CH.sub.2).sub.2 -cHx                  1-380                                                                             H   --                                                                              BuCMe.sub.2                                                                            0 5-(CH.sub.2)CH(OH)(CH.sub.2).sub.2 -cHx                  1-381                                                                             H   --                                                                              PnCMe.sub.2                                                                            0 5-(CH.sub.2)CH(OH)(CH.sub.2).sub.2 -cHx                  1-382                                                                             H   --                                                                              CH.sub.3 OCH.sub.2                                                                     0 5-(CH.sub.2)CH(OH)(CH.sub.2).sub.2 -cHx                  1-383                                                                             H   --                                                                              EtOCH.sub.2                                                                            0 5-(CH.sub.2)CH(OH)(CH.sub.2).sub.2 -cHx                  1-384                                                                             H   --                                                                              S-tBu    0 5-(CH.sub.2)CH(OH)(CH.sub.2).sub.2 -cHx                  1-385                                                                             H   --                                                                              S-iPr    0 5-(CH.sub.2)CH(OH)(CH.sub.2).sub.2 -cHx                  1-386                                                                             H   --                                                                              S-Ph     0 5-(CH.sub.2)CH(OH)(CH.sub.2).sub.2 -cHx                  1-387                                                                             H   H tBu      1 5-(CH.sub.2)CH(OH)(CH.sub.2).sub.2 -cHx                  1-388                                                                             H   H iPr      1 5-(CH.sub.2)CH(OH)(CH.sub.2).sub.2 -cHx                  1-389                                                                             H   Bu                                                                              tBu      1 5-(CH.sub.2)CH(OH)(CH.sub.2).sub.2 -cHx                  1-390                                                                             H   Pn                                                                              tBu      1 5-(CH.sub.2)CH(OH)(CH.sub.2).sub.2 -cHx                  1-391                                                                             H   Hx                                                                              tBu      1 5-(CH.sub.2)CH(OH)(CH.sub.2).sub.2 -cHx                  1-392                                                                             H   Hp                                                                              tBu      1 5-(CH.sub.2)CH(OH)(CH.sub.2).sub.2 -cHx                  1-393                                                                             3-Cl                                                                              Hp                                                                              tBu      1 5-(CH.sub.2)CH(OH)(CH.sub.2).sub.2 -cHx                  1-394                                                                             3-Br                                                                              Hp                                                                              tBu      1 5-(CH.sub.2)CH(OH)(CH.sub.2).sub.2 -cHx                  1-395                                                                             3-OMe                                                                             Hp                                                                              tBu      1 5-(CH.sub.2)CH(OH)(CH.sub.2).sub.2 -cHx                  1-396                                                                             2-OMe                                                                             Hp                                                                              tBu      1 5-(CH.sub.2)CH(OH)(CH.sub.2).sub.2 -cHx                  1-397                                                                             H   --                                                                              tBu      0 5-(CH.sub.2)CH(OH)(CH.sub.2).sub.3 -cHx                  1-398                                                                             H   --                                                                              iPr      0 5-(CH.sub.2)CH(OH)(CH.sub.2).sub.3 -cHx                  1-399                                                                             H   --                                                                              iBu      0 5-(CH.sub.2)CH(OH)(CH.sub.2).sub.3 -cHx                  1-400                                                                             H   --                                                                              Et       0 5-(CH.sub.2)CH(OH)(CH.sub.2).sub.3 -cHx                  1-401                                                                             H   --                                                                              MeOCH.sub.2 CMe.sub.2                                                                  0 5-(CH.sub.2)CH(OH)(CH.sub.2).sub.3 -cHx                  1-402                                                                             H   --                                                                              EtCMe.sub.2                                                                            0 5-(CH.sub.2)CH(OH)(CH.sub.2).sub.3 -cHx                  1-403                                                                             H   --                                                                              PrCMe.sub.2                                                                            0 5-(CH.sub.2)CH(OH)(CH.sub.2).sub.3 -cHx                  1-404                                                                             H   --                                                                              BuCMe.sub.2                                                                            0 5-(CH.sub.2)CH(OH)(CH.sub.2).sub.3 -cHx                  1-405                                                                             H   --                                                                              PnCMe.sub.2                                                                            0 5-(CH.sub.2)CH(OH)(CH.sub.2).sub.3 -cHx                  1-406                                                                             H   --                                                                              CH.sub.3 OCH.sub.2                                                                     0 5-(CH.sub.2)CH(OH)(CH.sub.2).sub.3 -cHx                  1-407                                                                             H   --                                                                              EtOCH.sub.2                                                                            0 5-(CH.sub.2)CH(OH)(CH.sub.2).sub.3 -cHx                  1-408                                                                             H   --                                                                              S-tBu    0 5-(CH.sub.2)CH(OH)(CH.sub.2).sub.3 -cHx                  1-409                                                                             H   --                                                                              S-iPr    0 5-(CH.sub.2)CH(OH)(CH.sub.2).sub.3 -cHx                  1-410                                                                             H   --                                                                              S-Ph     0 5-(CH.sub.2)CH(OH)(CH.sub.2).sub.3 -cHx                  1-411                                                                             H   H tBu      1 5-(CH.sub.2)CH(OH)(CH.sub.2).sub.3 -cHx                  1-412                                                                             H   H iPr      1 5-(CH.sub.2)CH(OH)(CH.sub.2).sub.3 -cHx                  1-413                                                                             H   Bu                                                                              tBu      1 5-(CH.sub.2)CH(OH)(CH.sub.2).sub.3 -cHx                  1-414                                                                             H   Pn                                                                              tBu      1 5-(CH.sub.2)CH(OH)(CH.sub.2).sub.3 -cHx                  1-415                                                                             H   Hx                                                                              tBu      1 5-(CH.sub.2)CH(OH)(CH.sub.2).sub.3 -cHx                  1-416                                                                             H   Hp                                                                              tBu      1 5-(CH.sub.2)CH(OH)(CH.sub.2).sub.3 -cHx                  1-417                                                                             3-Cl                                                                              Hp                                                                              tBu      1 5-(CH.sub.2)CH(OH)(CH.sub.2).sub.3 -cHx                  1-418                                                                             3-Br                                                                              Hp                                                                              tBu      1 5-(CH.sub.2)CH(OH)(CH.sub.2).sub.3 -cHx                  1-419                                                                             3-OMe                                                                             Hp                                                                              tBu      1 5-(CH.sub.2)CH(OH)(CH.sub.2).sub.3 -cHx                  1-420                                                                             2-OMe                                                                             Hp                                                                              tBu      1 5-(CH.sub.2)CH(OH)(CH.sub.2).sub.3 -cHx                  1-421                                                                             H   --                                                                              tBu      0 5-(CH.sub.2)CH(OH)(CH.sub.2).sub.4 -cHx                  1-422                                                                             H   --                                                                              iPr      0 5-(CH.sub.2)CH(OH)(CH.sub.2).sub.4 -cHx                  1-423                                                                             H   --                                                                              iBu      0 5-(CH.sub.2)CH(OH)(CH.sub.2).sub.4 -cHx                  1-424                                                                             H   --                                                                              Et       0 5-(CH.sub.2)CH(OH)(CH.sub.2).sub.4 -cHx                  1-425                                                                             H   --                                                                              MeOCH.sub.2 CMe.sub.2                                                                  0 5-(CH.sub.2)CH(OH)(CH.sub.2).sub.4 -cHx                  1-426                                                                             H   --                                                                              EtCMe.sub.2                                                                            0 5-(CH.sub.2)CH(OH)(CH.sub.2).sub.4 -cHx                  1-427                                                                             H   --                                                                              PrCMe.sub.2                                                                            0 5-(CH.sub.2)CH(OH)(CH.sub.2).sub.4 -cHx                  1-428                                                                             H   --                                                                              BuCMe.sub.2                                                                            0 5-(CH.sub.2)CH(OH)(CH.sub.2).sub.4 -cHx                  1-429                                                                             H   --                                                                              PnCMe.sub.2                                                                            0 5-(CH.sub.2)CH(OH)(CH.sub.2).sub.4 -cHx                  1-430                                                                             H   --                                                                              CH.sub.3 OCH.sub.2                                                                     0 5-(CH.sub.2)CH(OH)(CH.sub.2).sub.4 -cHx                  1-431                                                                             H   --                                                                              EtOCH.sub.2                                                                            0 5-(CH.sub.2)CH(OH)(CH.sub.2).sub.4 -cHx                  1-432                                                                             H   --                                                                              S-tBu    0 5-(CH.sub.2)CH(OH)(CH.sub.2).sub.4 -cHx                  1-433                                                                             H   --                                                                              S-iPr    0 5-(CH.sub.2)CH(OH)(CH.sub.2).sub.4 -cHx                  1-434                                                                             H   --                                                                              S-Ph     0 5-(CH.sub.2)CH(OH)(CH.sub.2).sub.4 -cHx                  1-435                                                                             H   H tBu      1 5-(CH.sub.2)CH(OH)(CH.sub.2).sub.4 -cHx                  1-436                                                                             H   H iPr      1 5-(CH.sub.2)CH(OH)(CH.sub.2).sub.4 -cHx                  1-437                                                                             H   Bu                                                                              tBu      1 5-(CH.sub.2)CH(OH)(CH.sub.2).sub.4 -cHx                  1-438                                                                             H   Pn                                                                              tBu      1 5-(CH.sub.2)CH(OH)(CH.sub.2).sub.4 -cHx                  1-439                                                                             H   Hx                                                                              tBu      1 5-(CH.sub.2)CH(OH)(CH.sub.2).sub.4 -cHx                  1-440                                                                             H   Hp                                                                              tBu      1 5-(CH.sub.2)CH(OH)(CH.sub.2).sub.4 -cHx                  1-441                                                                             3-Cl                                                                              Hp                                                                              tBu      1 5-(CH.sub.2)CH(OH)(CH.sub.2).sub.4 -cHx                  1-442                                                                             3-Br                                                                              Hp                                                                              tBu      1 5-(CH.sub.2)CH(OH)(CH.sub.2).sub.4 -cHx                  1-443                                                                             3-OMe                                                                             Hp                                                                              tBu      1 5-(CH.sub.2)CH(OH)(CH.sub.2).sub.4 -cHx                  1-444                                                                             2-OMe                                                                             Hp                                                                              tBu      1 5-(CH.sub.2)CH(OH)(CH.sub.2).sub.4 -cHx                  1-445                                                                             H   --                                                                              tBu      0 5-(CH.sub.2)CH(OH)(CH.sub.2).sub.5 -cHx                  1-446                                                                             H   --                                                                              iPr      0 5-(CH.sub.2)CH(OH)(CH.sub.2).sub.5 -cHx                  1-447                                                                             H   --                                                                              iBu      0 5-(CH.sub.2)CH(OH)(CH.sub.2).sub.5 -cHx                  1-448                                                                             H   --                                                                              Et       0 5-(CH.sub.2)CH(OH)(CH.sub.2).sub.5 -cHx                  1-449                                                                             H   --                                                                              MeOCH.sub.2 CMe.sub.2                                                                  0 5-(CH.sub.2)CH(OH)(CH.sub.2).sub.5 -cHx                  1-450                                                                             H   --                                                                              EtCMe.sub.2                                                                            0 5-(CH.sub.2)CH(OH)(CH.sub.2).sub.5 -cHx                  1-451                                                                             H   --                                                                              PrCMe.sub.2                                                                            0 5-(CH.sub.2)CH(OH)(CH.sub.2).sub.5 -cHx                  1-452                                                                             H   --                                                                              BuCMe.sub.2                                                                            0 5-(CH.sub.2)CH(OH)(CH.sub.2).sub.5 -cHx                  1-453                                                                             H   --                                                                              PnCMe.sub.2                                                                            0 5-(CH.sub.2)CH(OH)(CH.sub.2).sub.5 -cHx                  1-454                                                                             H   --                                                                              CH.sub.3 OCH.sub.2                                                                     0 5-(CH.sub.2)CH(OH)(CH.sub.2).sub.5 -cHx                  1-455                                                                             H   --                                                                              EtOCH.sub.2                                                                            0 5-(CH.sub.2)CH(OH)(CH.sub.2).sub.5 -cHx                  1-456                                                                             H   --                                                                              S-tBu    0 5-(CH.sub.2)CH(OH)(CH.sub.2).sub.5 -cHx                  1-457                                                                             H   --                                                                              S-iPr    0 5-(CH.sub.2)CH(OH)(CH.sub.2).sub.5 -cHx                  1-458                                                                             H   --                                                                              S-Ph     0 5-(CH.sub.2)CH(OH)(CH.sub.2).sub.5 -cHx                  1-459                                                                             H   H tBu      1 5-(CH.sub.2)CH(OH)(CH.sub.2).sub.5 -cHx                  1-460                                                                             H   H iPr      1 5-(CH.sub.2)CH(OH)(CH.sub.2).sub.5 -cHx                  1-461                                                                             H   Bu                                                                              tBu      1 5-(CH.sub.2)CH(OH)(CH.sub.2).sub.5 -cHx                  1-462                                                                             H   Pn                                                                              tBu      1 5-(CH.sub.2)CH(OH)(CH.sub.2).sub.5 -cHx                  1-463                                                                             H   Hx                                                                              tBu      1 5-(CH.sub.2)CH(OH)(CH.sub.2).sub.5 -cHx                  1-464                                                                             H   Hp                                                                              tBu      1 5-(CH.sub.2)CH(OH)(CH.sub.2).sub.5 -cHx                  1-465                                                                             3-Cl                                                                              Hp                                                                              tBu      1 5-(CH.sub.2)CH(OH)(CH.sub.2).sub.5 -cHx                  1-466                                                                             3-Br                                                                              Hp                                                                              tBu      1 5-(CH.sub.2)CH(OH)(CH.sub.2).sub.5 -cHx                  1-467                                                                             3-OMe                                                                             Hp                                                                              tBu      1 5-(CH.sub.2)CH(OH)(CH.sub.2).sub.5 -cHx                  1-468                                                                             2-OMe                                                                             Hp                                                                              tBu      1 5-(CH.sub.2)CH(OH)(CH.sub.2).sub.5 -cHx                  1-469                                                                             H   --                                                                              tBu      0 5-CH.sub.2 CH(OH)(CH.sub.2).sub.6 -cHx                   1-470                                                                             H   --                                                                              tBu      0 5-CH.sub.2 CH(OH)(CH.sub.2).sub.7 -cHx                   1-471                                                                             H   --                                                                              tBu      0 5-(CH.sub.2).sub.3 CH(OH)-cHx                            1-472                                                                             H   --                                                                              iPr      0 5-(CH.sub.2).sub.3 CH(OH)-cHx                            1-473                                                                             H   --                                                                              tBu      0 5-(CH.sub.2).sub.3 CH(OH)-cHx                            1-474                                                                             H   --                                                                              Et       0 5-(CH.sub.2).sub.3 CH(OH)-cHx                            1-475                                                                             H   --                                                                              MeOCH.sub.2 CMe.sub.2                                                                  0 5-(CH.sub.2).sub.3 CH(OH)-cHx                            1-476                                                                             H   --                                                                              EtCMe.sub.2                                                                            0 5-(CH.sub.2).sub.3 CH(OH)-cHx                            1-477                                                                             H   --                                                                              PrCMe.sub.2                                                                            0 5-(CH.sub.2).sub.3 CH(OH)-cHx                            1-478                                                                             H   --                                                                              BuCMe.sub.2                                                                            0 5-(CH.sub.2).sub.3 CH(OH)-cHx                            1-479                                                                             H   --                                                                              PnCMe.sub.2                                                                            0 5-(CH.sub.2).sub.3 CH(OH)-cHx                            1-480                                                                             H   --                                                                              CH.sub.3 OCH.sub.2                                                                     0 5-(CH.sub.2).sub.3 CH(OH)-cHx                            1-481                                                                             H   --                                                                              EtOCH.sub.2                                                                            0 5-(CH.sub.2).sub.3 CH(OH)-cHx                            1-482                                                                             H   --                                                                              S-tBu    0 5-(CH.sub.2).sub.3 CH(OH)-cHx                            1-483                                                                             H   --                                                                              S-iPr    0 5-(CH.sub.2).sub.3 CH(OH)-cHx                            1-484                                                                             H   --                                                                              S-Pr     0 5-(CH.sub.2).sub.3 CH(OH)-cHx                            1-485                                                                             H   H tBu      1 5-(CH.sub.2).sub.3 CH(OH)-cHx                            1-486                                                                             H   H iPr      1 5-(CH.sub.2).sub.3 CH(OH)-cHx                            1-487                                                                             H   Bu                                                                              tBu      1 5-(CH.sub.2).sub.3 CH(OH)-cHx                            1-488                                                                             H   Pn                                                                              tBu      1 5-(CH.sub.2).sub.3 CH(OH)-cHx                            1-489                                                                             H   Hx                                                                              tBu      1 5-(CH.sub.2).sub.3 CH(OH)-cHx                            1-490                                                                             H   Hp                                                                              tBu      1 5-(CH.sub.2).sub.3 CH(OH)-cHx                            1-491                                                                             3-Cl                                                                              --                                                                              tBu      0 5-(CH.sub.2).sub.3 CH(OH)-cHx                            1-492                                                                             3-Br                                                                              --                                                                              tBu      0 5-(CH.sub.2).sub.3 CH(OH)-cHx                            1-493                                                                             3-OMe                                                                             --                                                                              tBu      0 5-(CH.sub.2).sub.3 CH(OH)-cHx                            1-494                                                                             2-OMe                                                                             --                                                                              tBu      0 5-(CH.sub.2).sub.3 CH(OH)-cHx                            1-495                                                                             H   --                                                                              tBu      0 5-(CH.sub.2).sub.3 CH(OH)(CH.sub.2)-cHx                  1-496                                                                             H   --                                                                              iPr      0 5-(CH.sub.2).sub.3 CH(OH)(CH.sub.2)-cHx                  1-497                                                                             H   --                                                                              iBu      0 5-(CH.sub.2).sub.3 CH(OH)(CH.sub.2)-cHx                  1-498                                                                             H   --                                                                              Et       0 5-(CH.sub.2).sub.3 CH(OH)(CH.sub.2)-cHx                  1-499                                                                             H   --                                                                              MeOCH.sub.2 CMe.sub.2                                                                  0 5-(CH.sub.2).sub.3 CH(OH)(CH.sub.2)-cHx                  1-500                                                                             H   --                                                                              EtCMe.sub.2                                                                            0 5-(CH.sub.2).sub.3 CH(OH)(CH.sub.2)-cHx                  1-501                                                                             H   --                                                                              PrCMe.sub.2                                                                            0 5-(CH.sub.2).sub.3 CH(OH)(CH.sub.2)-cHx                  1-502                                                                             H   --                                                                              BuCMe.sub.2                                                                            0 5-(CH.sub.2).sub.3 CH(OH)(CH.sub.2)-cHx                  1-503                                                                             H   --                                                                              PnCMe.sub.2                                                                            0 5-(CH.sub.2).sub.3 CH(OH)(CH.sub.2)-cHx                  1-504                                                                             H   --                                                                              CH.sub.3 OCH.sub.2                                                                     0 5-(CH.sub.2).sub.3 CH(OH)(CH.sub.2)-cHx                  1-505                                                                             H   --                                                                              EtOCH.sub.2                                                                            0 5-(CH.sub.2).sub.3 CH(OH)(CH.sub.2)-cHx                  1-506                                                                             H   --                                                                              S-tBu    0 5-(CH.sub.2).sub.3 CH(OH)(CH.sub.2)-cHx                  1-507                                                                             H   --                                                                              S-iPr    0 5-(CH.sub.2).sub.3 CH(OH)(CH.sub.2)-cHx                  1-508                                                                             H   --                                                                              S-Pr     0 5-(CH.sub.2).sub.3 CH(OH)(CH.sub.2)-cHx                  1-509                                                                             H   --                                                                              tBu      0 5-(CH.sub.2).sub.3 CH(OH)(CH.sub.2)-cHx                  1-510                                                                             H   --                                                                              iPr      0 5-(CH.sub.2).sub.3 CH(OH)(CH.sub.2)-cHx                  1-511                                                                             H   Bu                                                                              tBu      1 5-(CH.sub.2).sub.3 CH(OH)(CH.sub.2)-cHx                  1-512                                                                             H   Pn                                                                              tBu      1 5-(CH.sub.2).sub.3 CH(OH)(CH.sub.2)-cHx                  1-513                                                                             H   Hx                                                                              tBu      1 5-(CH.sub.2).sub.3 CH(OH)(CH.sub.2)-cHx                  1-514                                                                             H   Hp                                                                              tBu      1 5-(CH.sub.2).sub.3 CH(OH)(CH.sub.2)-cHx                  1-515                                                                             3-Cl                                                                              --                                                                              tBu      0 5-(CH.sub.2).sub.3 CH(OH)(CH.sub.2)-cHx                  1-516                                                                             3-Br                                                                              --                                                                              tBu      0 5-(CH.sub.2).sub.3 CH(OH)(CH.sub.2)-cHx                  1-517                                                                             3-OMe                                                                             --                                                                              tBu      0 5-(CH.sub.2).sub.3 CH(OH)(CH.sub.2)-cHx                  1-518                                                                             2-OMe                                                                             --                                                                              tBu      0 5-(CH.sub.2).sub.3 CH(OH)(CH.sub.2)-cHx                  1-519                                                                             H   --                                                                              tBu      0 5-(CH.sub.2).sub.3 CH(OH)(CH.sub.2).sub.2 -cHx           1-520                                                                             H   --                                                                              iPr      0 5-(CH.sub.2).sub.3 CH(OH)(CH.sub.2).sub.2 -cHx           1-521                                                                             H   --                                                                              iBu      0 5-(CH.sub.2).sub.3 CH(OH)(CH.sub.2).sub.2 -cHx           1-522                                                                             H   --                                                                              Et       0 5-(CH.sub.2).sub.3 CH(OH)(CH.sub.2).sub.2 -cHx           1-523                                                                             H   --                                                                              MeOCH.sub.2 CMe.sub.2                                                                  0 5-(CH.sub.2).sub.3 CH(OH)(CH.sub.2).sub.2 -cHx           1-524                                                                             H   --                                                                              EtCMe.sub.2                                                                            0 5-(CH.sub.2).sub.3 CH(OH)(CH.sub.2).sub.2 -cHx           1-525                                                                             H   --                                                                              PrCMe.sub.2                                                                            0 5-(CH.sub.2).sub.3 CH(OH)(CH.sub.2).sub.2 -cHx           1-526                                                                             H   --                                                                              BuCMe.sub.2                                                                            0 5-(CH.sub.2).sub.3 CH(OH)(CH.sub.2).sub.2 -cHx           1-527                                                                             H   --                                                                              PnCMe.sub.2                                                                            0 5-(CH.sub.2).sub.3 CH(OH)(CH.sub.2).sub.2 -cHx           1-528                                                                             H   --                                                                              CH.sub.3 OCH.sub.2                                                                     0 5-(CH.sub.2).sub.3 CH(OH)(CH.sub.2).sub.2 -cHx           1-529                                                                             H   --                                                                              EtOCH.sub.2                                                                            0 5-(CH.sub.2).sub.3 CH(OH)(CH.sub.2).sub.2 -cHx           1-530                                                                             H   --                                                                              S-tBu    0 5-(CH.sub.2).sub.3 CH(OH)(CH.sub.2).sub.2 -cHx           1-531                                                                             H   --                                                                              S-iPr    0 5-(CH.sub.2).sub.3 CH(OH)(CH.sub.2).sub.2 -cHx           1-532                                                                             H   --                                                                              S-Ph     0 5-(CH.sub.2).sub.3 CH(OH)(CH.sub.2).sub.2 -cHx           1-533                                                                             H   H tBu      1 5-(CH.sub.2).sub.3 CH(OH)(CH.sub.2).sub.2 -cHx           1-534                                                                             H   H iPr      1 5-(CH.sub.2).sub.3 CH(OH)(CH.sub.2).sub.2 -cHx           1-535                                                                             H   Bu                                                                              tBu      1 5-(CH.sub.2).sub.3 CH(OH)(CH.sub.2).sub.2 -cHx           1-536                                                                             H   Pn                                                                              tBu      1 5-(CH.sub.2).sub.3 CH(OH)(CH.sub.2).sub.2 -cHx           1-537                                                                             H   Hx                                                                              tBu      1 5-(CH.sub.2).sub.3 CH(OH)(CH.sub.2).sub.2 -cHx           1-538                                                                             H   Hp                                                                              tBu      1 5-(CH.sub.2).sub.3 CH(OH)(CH.sub.2).sub.2 -cHx           1-539                                                                             3-Cl                                                                              --                                                                              tBu      0 5-(CH.sub.2).sub.3 CH(OH)(CH.sub.2).sub.2 -cHx           1-540                                                                             3-Br                                                                              --                                                                              tBu      0 5-(CH.sub.2).sub.3 CH(OH)(CH.sub.2).sub.2 -cHx           1-541                                                                             3-OMe                                                                             --                                                                              tBu      0 5-(CH.sub.2).sub.3 CH(OH)(CH.sub.2).sub.2 -cHx           1-542                                                                             2-OMe                                                                             --                                                                              tBu      0 5-(CH.sub.2).sub.3 CH(OH)(CH.sub.2).sub.2 -cHx           1-543                                                                             H   --                                                                              tBu      0 5-(CH.sub.2).sub.3 CH(OH)(CH.sub.2).sub.3 -cHx           1-544                                                                             H   --                                                                              iPr      0 5-(CH.sub.2).sub.3 CH(OH)(CH.sub.2).sub.3 -cHx           1-545                                                                             H   --                                                                              iBu      0 5-(CH.sub.2).sub.3 CH(OH)(CH.sub.2).sub.3 -cHx           1-546                                                                             H   --                                                                              Et       0 5-(CH.sub.2).sub.3 CH(OH)(CH.sub.2).sub.3 -cHx           1-547                                                                             H   --                                                                              MeOCH.sub.2 CMe.sub.2                                                                  0 5-(CH.sub.2).sub.3 CH(OH)(CH.sub.2).sub.3 -cHx           1-548                                                                             H   --                                                                              EtCMe.sub.2                                                                            0 5-(CH.sub.2).sub.3 CH(OH)(CH.sub.2).sub.3 -cHx           1-549                                                                             H   --                                                                              PrCMe.sub.2                                                                            0 5-(CH.sub.2).sub.3 CH(OH)(CH.sub.2).sub.3 -cHx           1-550                                                                             H   --                                                                              BuCMe.sub.2                                                                            0 5-(CH.sub.2).sub.3 CH(OH)(CH.sub.2).sub.3 -cHx           1-551                                                                             H   --                                                                              PnCMe.sub.2                                                                            0 5-(CH.sub.2).sub.3 CH(OH)(CH.sub.2).sub.3 -cHx           1-552                                                                             H   --                                                                              CH.sub.3 OCH.sub.2                                                                     0 5-(CH.sub.2).sub.3 CH(OH)(CH.sub.2).sub.3 -cHx           1-553                                                                             H   --                                                                              EtOCH.sub.2                                                                            0 5-(CH.sub.2).sub.3 CH(OH)(CH.sub.2).sub.3 -cHx           1-554                                                                             H   --                                                                              S-tBu    0 5-(CH.sub.2).sub.3 CH(OH)(CH.sub.2).sub.3 -cHx           1-555                                                                             H   --                                                                              S-iPr    0 5-(CH.sub.2).sub.3 CH(OH)(CH.sub.2).sub.3 -cHx           1-556                                                                             H   --                                                                              S-Ph     0 5-(CH.sub.2).sub.3 CH(OH)(CH.sub.2).sub.3 -cHx           1-557                                                                             H   H tBu      0 5-(CH.sub.2).sub.3 CH(OH)(CH.sub.2).sub.3 -cHx           1-558                                                                             H   H iPr      1 5-(CH.sub.2).sub.3 CH(OH)(CH.sub.2).sub.3 -cHx           1-559                                                                             H   Bu                                                                              tBu      1 5-(CH.sub.2).sub.3 CH(OH)(CH.sub.2).sub.3 -cHx           1-560                                                                             H   Pn                                                                              tBu      1 5-(CH.sub.2).sub.3 CH(OH)(CH.sub.2).sub.3 -cHx           1-561                                                                             H   Hx                                                                              tBu      1 5-(CH.sub.2).sub.3 CH(OH)(CH.sub.2).sub.3 -cHx           1-562                                                                             H   Hp                                                                              tBu      1 5-(CH.sub.2).sub.3 CH(OH)(CH.sub.2).sub.3 -cHx           1-563                                                                             3-Cl                                                                              --                                                                              tBu      0 5-(CH.sub.2).sub.3 CH(OH)(CH.sub.2).sub.3 -cHx           1-564                                                                             3-Br                                                                              --                                                                              tBu      0 5-(CH.sub.2).sub.3 CH(OH)(CH.sub.2).sub.3 -cHx           1-565                                                                             3-OMe                                                                             --                                                                              tBu      0 5-(CH.sub.2).sub.3 CH(OH)(CH.sub.2).sub.3 -cHx           1-566                                                                             2-OMe                                                                             --                                                                              tBu      0 5-(CH.sub.2).sub.3 CH(OH)(CH.sub.2).sub.3 -cHx           1-567                                                                             H   --                                                                              tBu      0 5-(CH.sub.2).sub.3 CH(OH)(CH.sub.2).sub.4 -cHx           1-568                                                                             H   --                                                                              iPr      0 5-(CH.sub.2).sub.3 CH(OH)(CH.sub.2).sub.4 -cHx           1-569                                                                             H   --                                                                              iBu      0 5-(CH.sub.2).sub.3 CH(OH)(CH.sub.2).sub.4 -cHx           1-570                                                                             H   --                                                                              MeOCH.sub.2 CMe.sub.2                                                                  0 5-(CH.sub.2).sub.3 CH(OH)(CH.sub.2).sub.4 -cHx           1-571                                                                             H   --                                                                              EtCMe.sub.2                                                                            0 5-(CH.sub.2).sub.3 CH(OH)(CH.sub.2).sub.4 -cHx           1-572                                                                             H   --                                                                              PrCMe.sub.2                                                                            0 5-(CH.sub.2).sub.3 CH(OH)(CH.sub.2).sub.4 -cHx           1-573                                                                             H   --                                                                              BuCMe.sub.2                                                                            0 5-(CH.sub.2).sub.3 CH(OH)(CH.sub.2).sub.4 -cHx           1-574                                                                             H   --                                                                              PnCMe.sub.2                                                                            0 5-(CH.sub.2).sub.3 CH(OH)(CH.sub.2).sub.4 -cHx           1-575                                                                             H   H tBu      1 5-(CH.sub.2).sub.3 CH(OH)(CH.sub.2).sub.4 -cHx           1-576                                                                             H   --                                                                              tBu      0 5-(CH.sub.2).sub.3 CH(OH)(CH.sub.2).sub.4 -cHx           1-577                                                                             H   --                                                                              tBu      0 5-(CH.sub.2).sub.4 CH(OH)-cHx                            1-578                                                                             H   --                                                                              iPr      0 5-(CH.sub.2).sub.4 CH(OH)-cHx                            1-579                                                                             H   --                                                                              iBu      0 5-(CH.sub.2).sub.4 CH(OH)-cHx                            1-580                                                                             H   --                                                                              Et       0 5-(CH.sub.2).sub.4 CH(OH)-cHx                            1-581                                                                             H   --                                                                              MeOCH.sub.2 CMe.sub.2                                                                  0 5-(CH.sub.2).sub.4 CH(OH)-cHx                            1-582                                                                             H   --                                                                              EtCMe.sub.2                                                                            0 5-(CH.sub.2).sub.4 CH(OH)-cHx                            1-583                                                                             H   --                                                                              PrCMe.sub.2                                                                            0 5-(CH.sub.2).sub.4 CH(OH)-cHx                            1-584                                                                             H   --                                                                              BuCMe.sub.2                                                                            0 5-(CH.sub.2).sub.4 CH(OH)-cHx                            1-585                                                                             H   --                                                                              EtOCH.sub.2                                                                            0 5-(CH.sub.2).sub.4 CH(OH)-cHx                            1-586                                                                             H   H tBu      1 5-(CH.sub.2).sub.4 CH(OH)-cHx                            1-587                                                                             H   --                                                                              tBu      0 5-(CH.sub.2).sub.4 CH(OH)(CH.sub.2)-cHx                  1-588                                                                             H   --                                                                              tPr      0 5-(CH.sub.2).sub.4 CH(OH)(CH.sub.2)-cHx                  1-589                                                                             H   --                                                                              iBu      0 5-(CH.sub.2).sub.4 CH(OH)(CH.sub.2)-cHx                  1-590                                                                             H   --                                                                              Et       0 5-(CH.sub.2).sub.4 CH(OH)(CH.sub.2)-cHx                  1-591                                                                             H   --                                                                              MeOCH.sub.2 CMe.sub.2                                                                  0 5-(CH.sub.2).sub.4 CH(OH)(CH.sub.2)-cHx                  1-592                                                                             H   --                                                                              EtCMe.sub.2                                                                            0 5-(CH.sub.2).sub.4 CH(OH)(CH.sub.2)-cHx                  1-593                                                                             H   --                                                                              PrCMe.sub.2                                                                            0 5-(CH.sub.2).sub.4 CH(OH)(CH.sub.2)-cHx                  1-594                                                                             H   --                                                                              BuCMe.sub.2                                                                            0 5-(CH.sub.2).sub.4 CH(OH)(CH.sub.2)-cHx                  1-595                                                                             H   --                                                                              EtOCH.sub.2                                                                            0 5-(CH.sub.2).sub.4 CH(OH)(CH.sub.2)-cHx                  1-596                                                                             H   H tBu      1 5-(CH.sub.2).sub.4 CH(OH)(CH.sub.2)-cHx                  1-597                                                                             H   --                                                                              tBu      0 5-(CH.sub.2).sub.4 CH(OH)(CH.sub.2).sub.2 -cHx           1-598                                                                             H   --                                                                              iPr      0 5-(CH.sub.2).sub.4 CH(OH)(CH.sub.2).sub.2 -cHx           1-599                                                                             H   --                                                                              iBu      0 5-(CH.sub.2).sub.4 CH(OH)(CH.sub.2).sub.2 -cHx           1-600                                                                             H   --                                                                              EtCMe.sub.2                                                                            0 5-(CH.sub.2).sub.4 CH(OH)(CH.sub.2).sub.2 -cHx           1-601                                                                             H   --                                                                              PrCMe.sub.2                                                                            0 5-(CH.sub.2).sub.4 CH(OH)(CH.sub.2).sub.2 -cHx           1-602                                                                             H   --                                                                              BuCMe.sub.2                                                                            0 5-(CH.sub.2).sub.4 CH(OH)(CH.sub.2).sub.2 -cHx           1-603                                                                             H   --                                                                              EtOCH.sub.2                                                                            0 5-(CH.sub.2).sub.4 CH(OH)(CH.sub.2).sub.2 -cHx           1-604                                                                             H   H tBu      1 5-(CH.sub.2).sub.4 CH(OH)(CH.sub.2).sub.2 -cHx           1-605                                                                             H   --                                                                              tBu      0 5-(CH.sub.2).sub.4 CH(OH)(CH.sub.2).sub.3 -cHx           1-606                                                                             H   --                                                                              iPr      0 5-(CH.sub.2).sub.4 CH(OH)(CH.sub.2).sub.3 -cHx           1-607                                                                             H   --                                                                              iBu      0 5-(CH.sub.2).sub.4 CH(OH)(CH.sub.2).sub.3 -cHx           1-608                                                                             H   H tBu      1 5-(CH.sub.2).sub.4 CH(OH)(CH.sub.2).sub.3 -cHx           1-609                                                                             H   --                                                                              tBu      0 5-(CH.sub.2).sub.4 CH(OH)(CH.sub.2).sub.4 -cHx           1-610                                                                             H   --                                                                              iPr      0 5-(CH.sub.2).sub.4 CH(OH)(CH.sub.2).sub.4 -cHx           1-611                                                                             H   --                                                                              iBu      0 5-(CH.sub.2).sub.4 CH(OH)(CH.sub.2).sub.4 -cHx           1-612                                                                             H   H tBu      1 5-(CH.sub.2).sub.4 CH(OH)(CH.sub.2).sub.4 -cHx           1-613                                                                             H   --                                                                              tBu      0 5-(CH.sub.2).sub.5 CH(OH)-cHx                            1-614                                                                             H   --                                                                              iPr      0 5-(CH.sub.2).sub.5 CH(OH)-cHx                            1-615                                                                             H   --                                                                              iBu      0 5-(CH.sub.2).sub.5 CH(OH)-cHx                            1-616                                                                             H   H tBu      1 5-(CH.sub.2).sub.5 CH(OH)-cHx                            1-617                                                                             H   --                                                                              tBu      0 5-(CH.sub.2).sub.5 CH(OH)(CH.sub.2)-cHx                  1-618                                                                             H   --                                                                              iPr      0 5-(CH.sub.2).sub.5 CH(OH)(CH.sub.2)-cHx                  1-619                                                                             H   --                                                                              iBu      0 5-(CH.sub.2).sub.5 CH(OH)(CH.sub.2)-cHx                  1-620                                                                             H   --                                                                              Et       0 5-(CH.sub.2).sub.5 CH(OH)(CH.sub.2)-cHx                  1-621                                                                             H   --                                                                              tBu      0 5-(CH.sub.2).sub.5 CH(OH)(CH.sub.2).sub.2 -cHx           1-622                                                                             H   --                                                                              iPr      0 5-(CH.sub.2).sub.5 CH(OH)(CH.sub.2).sub.2 -cHx           1-623                                                                             H   --                                                                              iBu      0 5-(CH.sub.2).sub.5 CH(OH)(CH.sub.2).sub.2 -cHx           1-624                                                                             H   H tBu      1 5-(CH.sub.2).sub.5 CH(OH)(CH.sub.2).sub.2 -cHx           1-625                                                                             H   --                                                                              tBu      0 5-(CH.sub.2).sub.5 CH(OH)(CH.sub.2).sub.2 -cHx           1-626                                                                             H   H tBu      1 5-(CH.sub.2).sub.5 CH(OH)(CH.sub.2).sub.2 -cHx           1-627                                                                             H   H tBu      1 5-(CH.sub.2).sub.6 -CH(OH)-cHx                           1-628                                                                             H   --                                                                              tBu      0 5-CH(OH)-cPn                                             1-629                                                                             H   --                                                                              iPr      0 5-CH(OH)-cPn                                             1-630                                                                             H   --                                                                              iBu      0 5-CH(OH)-cPn                                             1-631                                                                             H   --                                                                              Et       0 5-CH(OH)-cPn                                             1-632                                                                             H   --                                                                              MeOCH.sub.2 CMe.sub.2                                                                  0 5-CH(OH)-cPn                                             1-633                                                                             H   --                                                                              EtCMe.sub.2                                                                            0 5-CH(OH)-cPn                                             1-634                                                                             H   --                                                                              PrCMe.sub.2                                                                            0 5-CH(OH)-cPn                                             1-635                                                                             H   --                                                                              BuCMe.sub.2                                                                            0 5-CH(OH)-cPn                                             1-636                                                                             H   --                                                                              PnCMe.sub.2                                                                            0 5-CH(OH)-cPn                                             1-637                                                                             H   --                                                                              CH.sub.3 OCH.sub.2                                                                     0 5-CH(OH)-cPn                                             1-638                                                                             H   --                                                                              EtOCH.sub.2                                                                            0 5-CH(OH)-cPn                                             1-639                                                                             H   --                                                                              S-tBu    0 5-CH(OH)-cPn                                             1-640                                                                             H   --                                                                              S-iPr    0 5-CH(OH)-cPn                                             1-641                                                                             H   --                                                                              S-Ph     0 5-CH(OH)-cPn                                             1-642                                                                             H   H tBu      1 5-CH(OH)-cPn                                             1-643                                                                             H   H iPr      1 5-CH(OH)-cPn                                             1-644                                                                             H   Bu                                                                              tBu      1 5-CH(OH)-cPn                                             1-645                                                                             H   Pn                                                                              tBu      1 5-CH(OH)-cPn                                             1-646                                                                             H   Hx                                                                              tBu      1 5-CH(OH)-cPn                                             1-647                                                                             H   Hp                                                                              tBu      1 5-CH(OH)-cPn                                             1-648                                                                             3-Cl                                                                              --                                                                              tBu      0 5-CH(OH)-cPn                                             1-649                                                                             3-Br                                                                              --                                                                              tBu      0 5-CH(OH)-cPn                                             1-650                                                                             3-OMe                                                                             --                                                                              tBu      0 5-CH(OH)-cPn                                             1-651                                                                             2-OMe                                                                             --                                                                              tBu      0 5-CH(OH)-cPn                                             1-652                                                                             H   --                                                                              tBu      0 5-CH(OH)(CH.sub.2)-cPn                                   1-653                                                                             H   --                                                                              iPr      0 5-CH(OH)(CH.sub.2)-cPn                                   1-654                                                                             H   --                                                                              iBu      0 5-CH(OH)(CH.sub.2)-cPn                                   1-655                                                                             H   --                                                                              Et       0 5-CH(OH)(CH.sub.2)-cPn                                   1-656                                                                             H   --                                                                              MeOCH.sub.2 CMe.sub.2                                                                  0 5-CH(OH)(CH.sub.2)-cPn                                   1-657                                                                             H   --                                                                              EtOCH.sub.2                                                                            0 5-CH(OH)(CH.sub.2)-cPn                                   1-658                                                                             H   --                                                                              S-tBu    0 5-CH(OH)(CH.sub.2)-cPn                                   1-659                                                                             H   --                                                                              S-iPr    0 5-CH(OH)(CH.sub.2)-cPn                                   1-660                                                                             H   --                                                                              S-Ph     0 5-CH(OH)(CH.sub.2)-cPn                                   1-661                                                                             H   H tBu      1 5-CH(OH)(CH.sub.2)-cPn                                   1-662                                                                             H   --                                                                              tBu      0 5-CH(OH)(CH.sub.2).sub.2 -cPn                            1-663                                                                             H   --                                                                              iPr      0 5-CH(OH)(CH.sub.2).sub.2 -cPn                            1-664                                                                             H   --                                                                              iBu      0 5-CH(OH)(CH.sub.2).sub.2 -cPn                            1-665                                                                             H   --                                                                              PrCMe.sub.2                                                                            0 5-CH(OH)(CH.sub.2).sub.2 -cPn                            1-666                                                                             H   --                                                                              BuCMe.sub.2                                                                            0 5-CH(OH)(CH.sub.2).sub.2 -cPn                            1-667                                                                             H   --                                                                              PnCMe.sub.2                                                                            0 5-CH(OH)(CH.sub.2).sub.2 -cPn                            1-668                                                                             H   --                                                                              S-tBu    0 5-CH(OH)(CH.sub.2).sub.2 -cPn                            1-669                                                                             H   H tBu      1 5-CH(OH)(CH.sub.2).sub.2 -cPn                            1-670                                                                             H   --                                                                              tBu      0 5-CH(OH)(CH.sub.2).sub.3 -cPn                            1-671                                                                             H   --                                                                              iPr      0 5-CH(OH)(CH.sub.2).sub.3 -cPn                            1-672                                                                             H   --                                                                              iBu      0 5-CH(OH)(CH.sub.2).sub.3 -cPn                            1-673                                                                             H   --                                                                              PnCMe.sub.2                                                                            0 5-CH(OH)(CH.sub.2).sub.3 -cPn                            1-674                                                                             H   --                                                                              CH.sub.3 OCH.sub.2                                                                     0 5-CH(OH)(CH.sub.2).sub.3 -cPn                            1-675                                                                             H   --                                                                              S-iPr    0 5-CH(OH)(CH.sub.2).sub.3 -cPn                            1-676                                                                             H   H tBu      1 5-CH(OH)(CH.sub.2).sub.3 -cPn                            1-677                                                                             H   --                                                                              tBu      0 5-CH(OH)(CH.sub.2).sub.4 -cPn                            1-678                                                                             H   --                                                                              iPr      0 5-CH(OH)(CH.sub.2).sub.4 -cPn                            1-679                                                                             H   --                                                                              iBu      0 5-CH(OH)(CH.sub.2).sub.4 -cPn                            1-680                                                                             H   --                                                                              PrCMe.sub.2                                                                            0 5-CH(OH)(CH.sub.2).sub.4 -cPn                            1-681                                                                             H   --                                                                              CH.sub.3 OCH.sub.2                                                                     0 5-CH(OH)(CH.sub.2).sub.4 -cPn                            1-682                                                                             H   --                                                                              S-tBu    0 5-CH(OH)(CH.sub.2).sub.4 -cPn                            1-683                                                                             H   H tBu      1 5-CH(OH)(CH.sub.2).sub.4 -cPn                            1-684                                                                             H   --                                                                              tBu      0 5-CH(OH)(CH.sub.2).sub.5 -cPn                            1-685                                                                             H   --                                                                              iPr      0 5-CH(OH)(CH.sub.2).sub.5 -cPn                            1-686                                                                             H   --                                                                              iBu      0 5-CH(OH)(CH.sub.2).sub.5 -cPn                            1-687                                                                             H   --                                                                              CH.sub.3 OCH.sub.2                                                                     0 5-CH(OH)(CH.sub.2).sub.5 -cPn                            1-688                                                                             H   --                                                                              S-Ph     0 5-CH(OH)(CH.sub.2).sub.5 -cPn                            1-689                                                                             H   H tBu      1 5-CH(OH)(CH.sub.2).sub.5 -cPn                            1-690                                                                             H   --                                                                              tBu      0 5-CH(OH)(CH.sub.2).sub.6 -cPn                            1-691                                                                             H   --                                                                              iPr      0 5-CH(OH)(CH.sub.2).sub.6 -cPn                            1-692                                                                             H   --                                                                              iBu      0 5-CH(OH)(CH.sub.2).sub.6 -cPn                            1-693                                                                             H   --                                                                              CH.sub.3 OCH.sub.2                                                                     0 5-CH(OH)(CH.sub.2).sub.6 -cPn                            1-694                                                                             H   --                                                                              S-tBu    0 5-CH(OH)(CH.sub.2).sub.6 -cPn                            1-695                                                                             H   H tBu      1 5-CH(OH)(CH.sub.2).sub.6 -cPn                            1-696                                                                             H   --                                                                              tBu      0 5-(CH.sub.2)CH(OH)-cPn                                   1-697                                                                             H   --                                                                              iPr      0 5-(CH.sub.2)CH(OH)-cPn                                   1-698                                                                             H   --                                                                              Et       0 5-(CH.sub.2)CH(OH)-cPn                                   1-699                                                                             H   --                                                                              MeOCH.sub.2 CMe.sub.2                                                                  0 5-(CH.sub.2)CH(OH)-cPn                                   1-700                                                                             H   --                                                                              S-Ph     0 5-(CH.sub.2)CH(OH)-cPn                                   1-701                                                                             H   H tBu      1 5-(CH.sub.2)CH(OH)-cPn                                   1-702                                                                             H   --                                                                              tBu      0 5-(CH.sub.2)CH(OH)(CH.sub.2)-cPn                         1-703                                                                             H   --                                                                              tBu      0 5-(CH.sub.2)CH(OH)(CH.sub.2).sub.2 -cPn                  1-704                                                                             H   --                                                                              EtOCH.sub.2                                                                            0 5-(CH.sub.2)CH(OH)(CH.sub.2).sub.2 -cPn                  1-705                                                                             H   --                                                                              S-iPr    0 5-(CH.sub.2)CH(OH)(CH.sub.2).sub.2 -cPn                  1-706                                                                             H   H tBu      1 5-(CH.sub.2)CH(OH)(CH.sub.2).sub.2 -cPn                  1-707                                                                             H   --                                                                              tBu      0 5-(CH.sub.2)CH(OH)(CH.sub.2).sub.3 -cPn                  1-708                                                                             H   --                                                                              iPr      0 5-(CH.sub.2)CH(OH)(CH.sub.2).sub.3 -cPn                  1-709                                                                             H   --                                                                              Et       0 5-(CH.sub.2)CH(OH)(CH.sub.2).sub.3 -cPn                  1-710                                                                             H   --                                                                              BuCMe.sub.2                                                                            0 5-(CH.sub.2)CH(OH)(CH.sub.2).sub.3 -cPn                  1-711                                                                             H   --                                                                              EtOCH.sub.2                                                                            0 5-(CH.sub.2)CH(OH)(CH.sub.2).sub.3 -cPn                  1-712                                                                             H   H tBu      1 5-(CH.sub.2)CH(OH)(CH.sub.2).sub.3 -cPn                  1-713                                                                             H   --                                                                              tBu      0 5-(CH.sub.2)CH(OH)(CH.sub.2).sub.4 -cPn                  1-714                                                                             H   --                                                                              iPr      0 5-(CH.sub.2)CH(OH)(CH.sub.2).sub.4 -cPn                  1-715                                                                             H   --                                                                              EtOCH.sub.2                                                                            0 5-(CH.sub.2)CH(OH)(CH.sub.2).sub.4 -cPn                  1-716                                                                             H   --                                                                              S-tBu    0 5-(CH.sub.2)CH(OH)(CH.sub.2).sub.4 -cPn                  1-717                                                                             H   H tBu      1 5-(CH.sub.2)CH(OH)(CH.sub.2).sub.4 -cPn                  1-718                                                                             H   --                                                                              tBu      0 5-(CH.sub.2)CH(OH)(CH.sub.2).sub.5 -cPn                  1-719                                                                             H   --                                                                              iPr      0 5-(CH.sub.2)CH(OH)(CH.sub.2).sub.5 -cPn                  1-720                                                                             H   --                                                                              PnCMe.sub.2                                                                            0 5-(CH.sub.2)CH(OH)(CH.sub.2).sub.5 -cPn                  1-721                                                                             H   --                                                                              S-iPr    0 5-(CH.sub.2)CH(OH)(CH.sub.2).sub.5 -cPn                  1-722                                                                             H   H tBu      1 5-(CH.sub.2)CH(OH)(CH.sub.2).sub.5 -cPn                  1-723                                                                             H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OH)-cPn                            1-724                                                                             H   --                                                                              iPr      0 5-(CH.sub.2).sub.2 CH(OH)-cPn                            1-725                                                                             H   --                                                                              iBu      0 5-(CH.sub.2).sub.2 CH(OH)-cPn                            1-726                                                                             H   --                                                                              Et       0 5-(CH.sub.2).sub.2 CH(OH)-cPn                            1-727                                                                             H   --                                                                              MeOCH.sub.2 CMe.sub.2                                                                  0 5-(CH.sub.2).sub.2 CH(OH)-cPn                            1-728                                                                             H   --                                                                              EtCMe.sub.2                                                                            0 5-(CH.sub.2).sub.2 CH(OH)-cPn                            1-729                                                                             H   --                                                                              PrCMe.sub.2                                                                            0 5-(CH.sub.2).sub.2 CH(OH)-cPn                            1-730                                                                             H   --                                                                              BuCMe.sub.2                                                                            0 5-(CH.sub.2).sub.2 CH(OH)-cPn                            1-731                                                                             H   --                                                                              PnCMe.sub.2                                                                            0 5-(CH.sub.2).sub.2 CH(OH)-cPn                            1-732                                                                             H   --                                                                              CH.sub.3 OCH.sub.2                                                                     0 5-(CH.sub.2).sub.2 CH(OH)-cPn                            1-733                                                                             H   --                                                                              EtOCH.sub.2                                                                            0 5-(CH.sub.2).sub.2 CH(OH)-cPn                            1-734                                                                             H   --                                                                              S-tBu    0 5-(CH.sub.2).sub.2 CH(OH)-cPn                            1-735                                                                             H   --                                                                              S-iPr    0 5-(CH.sub.2).sub.2 CH(OH)-cPn                            1-736                                                                             H   --                                                                              S-Ph     0 5-(CH.sub.2).sub.2 CH(OH)-cPn                            1-737                                                                             H   H tBu      1 5-(CH.sub.2).sub.2 CH(OH)-cPn                            1-738                                                                             H   H iPr      1 5-(CH.sub.2).sub.2 CH(OH)-cPn                            1-739                                                                             H   Bu                                                                              tBu      1 5-(CH.sub.2).sub.2 CH(OH)-cPn                            1-740                                                                             H   Pn                                                                              tBu      1 5-(CH.sub.2).sub.2 CH(OH)-cPn                            1-741                                                                             H   Hx                                                                              tBu      1 5-(CH.sub.2).sub.2 CH(OH)-cPn                            1-742                                                                             H   Hp                                                                              tBu      1 5-(CH.sub.2).sub.2 CH(OH)-cPn                            1-743                                                                             3-Cl                                                                              --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OH)-cPn                            1-744                                                                             3-Br                                                                              --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OH)-cPn                            1-745                                                                             3-OMe                                                                             --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OH)-cPn                            1-746                                                                             2-OMe                                                                             --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OH)-cPn                            1-747                                                                             H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OH)(CH.sub.2)-cPn                  1-748                                                                             H   --                                                                              iPr      0 5-(CH.sub.2).sub.2 CH(OH)(CH.sub.2)-cPn                  1-749                                                                             H   --                                                                              iBu      0 5-(CH.sub.2).sub.2 CH(OH)(CH.sub.2)-cPn                  1-750                                                                             H   --                                                                              Et       0 5-(CH.sub.2).sub.2 CH(OH)(CH.sub.2)-cPn                  1-751                                                                             H   --                                                                              MeOCH.sub.2 CMe.sub.2                                                                  0 5-(CH.sub.2).sub.2 CH(OH)(CH.sub.2)-cPn                  1-752                                                                             H   --                                                                              EtCMe.sub.2                                                                            0 5-(CH.sub.2).sub.2 CH(OH)(CH.sub.2)-cPn                  1-753                                                                             H   --                                                                              PrCMe.sub.2                                                                            0 5-(CH.sub.2).sub.2 CH(OH)(CH.sub.2)-cPn                  1-754                                                                             H   --                                                                              BuCMe.sub.2                                                                            0 5-(CH.sub.2).sub.2 CH(OH)(CH.sub.2)-cPn                  1-755                                                                             H   --                                                                              PnCMe.sub.2                                                                            0 5-(CH.sub.2).sub.2 CH(OH)(CH.sub.2)-cPn                  1-756                                                                             H   --                                                                              CH.sub.3 OCH.sub.2                                                                     0 5-(CH.sub.2).sub.2 CH(OH)(CH.sub.2)-cPn                  1-757                                                                             H   --                                                                              EtOCH.sub.2                                                                            0 5-(CH.sub.2).sub.2 CH(OH)(CH.sub.2)-cPn                  1-758                                                                             H   --                                                                              S-tBu    0 5-(CH.sub.2).sub.2 CH(OH)(CH.sub.2)-cPn                  1-759                                                                             H   --                                                                              S-iPr    0 5-(CH.sub.2).sub.2 CH(OH)(CH.sub.2)-cPn                  1-760                                                                             H   --                                                                              S-Ph     0 5-(CH.sub.2).sub.2 CH(OH)(CH.sub.2)-cPn                  1-761                                                                             H   H tBu      1 5-(CH.sub.2).sub.2 CH(OH)(CH.sub.2)-cPn                  1-762                                                                             H   H iPr      1 5-(CH.sub.2).sub.2 CH(OH)(CH.sub.2)-cPn                  1-763                                                                             H   Bu                                                                              tBu      1 5-(CH.sub.2).sub.2 CH(OH)(CH.sub.2)-cPn                  1-764                                                                             H   Pn                                                                              tBu      1 5-(CH.sub.2).sub.2 CH(OH)(CH.sub.2)-cPn                  1-765                                                                             H   Hx                                                                              tBu      1 5-(CH.sub.2).sub.2 CH(OH)(CH.sub.2)-cPn                  1-766                                                                             H   Hp                                                                              tBu      1 5-(CH.sub.2).sub.2 CH(OH)(CH.sub.2)-cPn                  1-767                                                                             3-Cl                                                                              --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OH)(CH.sub.2)-cPn                  1-768                                                                             3-Br                                                                              --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OH)(CH.sub.2)-cPn                  1-769                                                                             3-OMe                                                                             --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OH)(CH.sub.2)-cPn                  1-770                                                                             2-OMe                                                                             --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OH)(CH.sub.2)-cPn                  1-771                                                                             H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OH)(CH.sub.2).sub.2 -cPn           1-772                                                                             H   --                                                                              iPr      0 5-(CH.sub.2).sub.2 CH(OH)(CH.sub.2).sub.2 -cPn           1-773                                                                             H   --                                                                              iBu      0 5-(CH.sub.2).sub.2 CH(OH)(CH.sub.2).sub.2 -cPn           1-774                                                                             H   --                                                                              MeOCH.sub.2 CMe.sub.2                                                                  0 5-(CH.sub.2).sub.2 CH(OH)(CH.sub.2).sub.2 -cPn           1-775                                                                             H   --                                                                              EtCMe.sub.2                                                                            0 5-(CH.sub.2).sub.2 CH(OH)(CH.sub.2).sub.2 -cPn           1-776                                                                             H   --                                                                              PrCMe.sub.2                                                                            0 5-(CH.sub.2).sub.2 CH(OH)(CH.sub.2).sub.2 -cPn           1-777                                                                             H   --                                                                              BuCMe.sub.2                                                                            0 5-(CH.sub.2).sub.2 CH(OH)(CH.sub.2).sub.2 -cPn           1-778                                                                             H   --                                                                              PnCMe.sub.2                                                                            0 5-(CH.sub.2).sub.2 CH(OH)(CH.sub.2).sub.2 -cPn           1-779                                                                             H   --                                                                              CH.sub.3 OCH.sub.2                                                                     0 5-(CH.sub.2).sub.2 CH(OH)(CH.sub.2).sub.2 -cPn           1-780                                                                             H   --                                                                              EtOCH.sub.2                                                                            0 5-(CH.sub.2).sub.2 CH(OH)(CH.sub.2).sub.2 -cPn           1-781                                                                             H   --                                                                              S-tBu    0 5-(CH.sub.2).sub.2 CH(OH)(CH.sub.2).sub.2 -cPn           1-782                                                                             H   --                                                                              S-iPr    0 5-(CH.sub.2).sub.2 CH(OH)(CH.sub.2).sub.2 -cPn           1-783                                                                             H   H tBu      1 5-(CH.sub.2).sub.2 CH(OH)(CH.sub.2).sub.2 -cPn           1-784                                                                             H   H iPr      1 5-(CH.sub.2).sub.2 CH(OH)(CH.sub.2).sub.2 -cPn           1-785                                                                             H   Bu                                                                              tBu      1 5-(CH.sub.2).sub.2 CH(OH)(CH.sub.2).sub.2 -cPn           1-786                                                                             H   Hx                                                                              tBu      1 5-(CH.sub.2).sub.2 CH(OH)(CH.sub.2).sub.2 -cPn           1-787                                                                             3-Cl                                                                              --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OH)(CH.sub.2).sub.2 -cPn           1-788                                                                             H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OH)(CH.sub.2).sub.3 -cPn           1-789                                                                             H   --                                                                              iPr      0 5-(CH.sub.2).sub.2 CH(OH)(CH.sub.2).sub.3 -cPn           1-790                                                                             H   --                                                                              MeOCH.sub.2 CMe.sub.2                                                                  0 5-(CH.sub.2).sub.2 CH(OH)(CH.sub.2).sub.3 -cPn           1-791                                                                             H   --                                                                              PnCMe.sub.2                                                                            0 5-(CH.sub.2).sub.2 CH(OH)(CH.sub.2).sub.3 -cPn           1-792                                                                             H   --                                                                              EtOCH.sub.2                                                                            0 5-(CH.sub.2).sub.2 CH(OH)(CH.sub.2).sub.3 -cPn           1-793                                                                             H   --                                                                              S-Ph     0 5-(CH.sub.2).sub.2 CH(OH)(CH.sub.2).sub.3 -cPn           1-794                                                                             H   H tBu      1 5-(CH.sub.2).sub.2 CH(OH)(CH.sub.2).sub.3 -cPn           1-795                                                                             H   Pn                                                                              tBu      1 5-(CH.sub.2).sub.2 CH(OH)(CH.sub.2).sub.3 -cPn           1-796                                                                             H   Hp                                                                              tBu      1 5-(CH.sub.2).sub.2 CH(OH)(CH.sub.2).sub.3 -cPn           1-797                                                                             3-Cl                                                                              --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OH)(CH.sub.2).sub.3 -cPn           1-798                                                                             2-OMe                                                                             --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OH)(CH.sub.2).sub.3 -cPn           1-799                                                                             H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OH)(CH.sub.2).sub.4 -cPn           1-800                                                                             H   --                                                                              iPr      0 5-(CH.sub.2).sub.2 CH(OH)(CH.sub.2).sub.4 -cPn           1-801                                                                             H   --                                                                              EtOCH.sub.2                                                                            0 5-(CH.sub.2).sub.2 CH(OH)(CH.sub.2).sub.4 -cPn           1-802                                                                             H   --                                                                              S-iPr    0 5-(CH.sub.2).sub.2 CH(OH)(CH.sub.2).sub.4 -cPn           1-803                                                                             H   H tBu      1 5-(CH.sub.2).sub.2 CH(OH)(CH.sub.2).sub.4 -cPn           1-804                                                                             H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OH)(CH.sub.2).sub.5 -cPn           1-805                                                                             H   --                                                                              iPr      0 5-(CH.sub.2).sub.2 CH(OH)(CH.sub.2).sub.5 -cPn           1-806                                                                             H   --                                                                              PnCMe.sub.2                                                                            0 5-(CH.sub.2).sub.2 CH(OH)(CH.sub.2).sub.5 -cPn           1-807                                                                             H   --                                                                              EtOCH.sub.2                                                                            0 5-(CH.sub.2).sub.2 CH(OH)(CH.sub.2).sub.5 -cPn           1-808                                                                             H   --                                                                              S-Ph     0 5-(CH.sub.2).sub.2 CH(OH)(CH.sub.2).sub.5 -cPn           1-809                                                                             H   H tBu      1 5-(CH.sub.2).sub.2 CH(OH)(CH.sub.2).sub.5 -cPn           1-810                                                                             H   --                                                                              tBu      0 5-(CH.sub.2).sub.3 CH(OH)-cPn                            1-811                                                                             H   --                                                                              iPr      0 5-(CH.sub.2).sub.3 CH(OH)-cPn                            1-812                                                                             H   --                                                                              PrCMe.sub.2                                                                            0 5-(CH.sub.2).sub.3 CH(OH)-cPn                            1-813                                                                             H   --                                                                              PnCMe.sub.2                                                                            0 5-(CH.sub.2).sub.3 CH(OH)-cPn                            1-814                                                                             H   --                                                                              EtOCH.sub.2                                                                            0 5-(CH.sub.2).sub.3 CH(OH)-cPn                            1-815                                                                             H   --                                                                              S-tBu    0 5-(CH.sub.2).sub.3 CH(OH)-cPn                            1-816                                                                             H   --                                                                              S-iPr    0 5-(CH.sub.2).sub.3 CH(OH)-cPn                            1-817                                                                             H   --                                                                              S-Ph     0 5-(CH.sub.2).sub.3 CH(OH)-cPn                            1-818                                                                             H   H tBu      1 5-(CH.sub.2).sub.3 CH(OH)-cPn                            1-819                                                                             H   --                                                                              tBu      0 5-(CH.sub.2).sub.3 CH(OH)(CH.sub.2)-cPn                  1-820                                                                             H   --                                                                              iPr      0 5-(CH.sub.2).sub.3 CH(OH)(CH.sub.2)-cPn                  1-821                                                                             H   --                                                                              PnCMe.sub.2                                                                            0 5-(CH.sub.2).sub.3 CH(OH)(CH.sub.2)-cPn                  1-822                                                                             H   --                                                                              CH.sub.3 OCH.sub.2                                                                     0 5-(CH.sub.2).sub.3 CH(OH)(CH.sub.2)-cPn                  1-823                                                                             H   --                                                                              S-iPr    0 5-(CH.sub.2).sub.3 CH(OH)(CH.sub.2)-cPn                  1-824                                                                             H   H tBu      1 5-(CH.sub.2).sub.3 CH(OH)(CH.sub.2)-cPn                  1-825                                                                             H   --                                                                              tBu      0 5-(CH.sub.2).sub.3 CH(OH)(CH.sub.2).sub.2 -cPn           1-826                                                                             H   --                                                                              PrCMe.sub.2                                                                            0 5-(CH.sub.2).sub.3 CH(OH)(CH.sub.2).sub.2 -cPn           1-827                                                                             H   --                                                                              PnCMe.sub.2                                                                            0 5-(CH.sub.2).sub.3 CH(OH)(CH.sub.2).sub.2 -cPn           1-828                                                                             H   --                                                                              EtOCH.sub.2                                                                            0 5-(CH.sub.2).sub.3 CH(OH)(CH.sub.2).sub.2 -cPn           1-829                                                                             H   --                                                                              S-iPr    0 5-(CH.sub.2).sub.3 CH(OH)(CH.sub.2).sub.2 -cPn           1-830                                                                             H   H tBu      1 5-(CH.sub.2).sub.3 CH(OH)(CH.sub.2).sub.2 -cPn           1-831                                                                             H   --                                                                              tBu      0 5-(CH.sub.2).sub.3 CH(OH)(CH.sub.2).sub.3 -cPn           1-832                                                                             H   --                                                                              BuCMe.sub.2                                                                            0 5-(CH.sub.2).sub.3 CH(OH)(CH.sub.2).sub.3 -cPn           1-833                                                                             H   --                                                                              S-Ph     0 5-(CH.sub.2).sub.3 CH(OH)(CH.sub.2).sub.3 -cPn           1-834                                                                             H   H tBu      1 5-(CH.sub.2).sub.3 CH(OH)(CH.sub.2).sub.3 -cPn           1-835                                                                             H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OH)(CH.sub.2).sub.6 -cPn           1-836                                                                             H   --                                                                              tBu      0 5-(CH.sub.2).sub.3 CH(OH)(CH.sub.2).sub.4 -cPn           1-837                                                                             H   H tBu      1 5-(CH.sub.2).sub.3 CH(OH)(CH.sub.2).sub.4 -cPn           1-838                                                                             H   --                                                                              tBu      0 5-(CH.sub.2).sub.4 CH(OH)-cPn                            1-839                                                                             H   --                                                                              tBu      0 5-(CH.sub.2).sub.4 CH(OH)-CH.sub.2 -cPn                  1-840                                                                             H   --                                                                              tBu      0 5-(CH.sub.2).sub.4 CH(OH)(CH.sub.2).sub.2 -cPn           1-841                                                                             H   --                                                                              tBu      0 5-(CH.sub.2).sub.4 CH(OH)(CH.sub.2).sub.3 -cPn           1-842                                                                             H   H tBu      1 5-(CH.sub.2).sub.4 CH(OH)CH.sub.2 -cPn                   1-843                                                                             H   --                                                                              tBu      0 5-(CH.sub.2).sub.5 CH(OH)CH.sub.2 -cPn                   1-844                                                                             H   --                                                                              tBu      0 5-(CH.sub.2).sub.5 CH(OH)-cPn                            1-845                                                                             H   --                                                                              tBu      0 5-CH(OH)-cHp                                             1-846                                                                             H   --                                                                              iPr      0 5-CH(OH)-cHp                                             1-847                                                                             H   --                                                                              EtOCH.sub.2                                                                            0 5-CH(OH)-cHp                                             1-848                                                                             H   --                                                                              S-Pr     0 5-CH(OH)-cHp                                             1-849                                                                             H   H tBu      1 5-CH(OH)-cHp                                             1-850                                                                             3-Cl                                                                              --                                                                              tBu      0 5-CH(OH)-cHp                                             1-851                                                                             3-Br                                                                              --                                                                              tBu      0 5-CH(OH)-cHp                                             1-852                                                                             3-OMe                                                                             --                                                                              tBu      0 5-CH(OH)-cHp                                             1-853                                                                             2-OMe                                                                             --                                                                              tBu      0 5-CH(OH)-cHp                                             1-854                                                                             H   --                                                                              tBu      0 5-CH(OH)(CH.sub.2)-cHp                                   1-855                                                                             H   --                                                                              iPr      0 5-CH(OH)(CH.sub.2)-cHp                                   1-856                                                                             H   --                                                                              PnCMe.sub.2                                                                            0 5-CH(OH)(CH.sub.2)-cHp                                   1-857                                                                             H   --                                                                              EtOCH.sub.2                                                                            0 5-CH(OH)(CH.sub.2)-cHp                                   1-858                                                                             H   --                                                                              S-tBu    0 5-CH(OH)(CH.sub.2)-cHp                                   1-859                                                                             H   H tBu      1 5-CH(OH)(CH.sub.2)-cHp                                   1-860                                                                             H   Bu                                                                              tBu      1 5-CH(OH)(CH.sub.2)-cHp                                   1-861                                                                             H   Hp                                                                              tBu      1 5-CH(OH)(CH.sub.2)-cHp                                   1-862                                                                             3-Br                                                                              --                                                                              tBu      0 5-CH(OH)(CH.sub.2)-cHp                                   1-863                                                                             2-OMe                                                                             --                                                                              tBu      0 5-CH(OH)(CH.sub.2)-cHp                                   1-864                                                                             H   --                                                                              tBu      0 5-CH(OH)(CH.sub.2).sub.2 -cHp                            1-865                                                                             H   --                                                                              iPr      0 5-CH(OH)(CH.sub.2).sub.2 -cHp                            1-866                                                                             H   --                                                                              EtOCH.sub.2                                                                            0 5-CH(OH)(CH.sub.2).sub.2 -cHp                            1-867                                                                             H   --                                                                              S-Ph     0 5-CH(OH)(CH.sub.2).sub.2 -cHp                            1-868                                                                             H   H tBu      1 5-CH(OH)(CH.sub.2).sub.2 -cHp                            1-869                                                                             H   Bu                                                                              tBu      1 5-CH(OH)(CH.sub.2).sub.2 -cHp                            1-870                                                                             H   Hp                                                                              tBu      1 5-CH(OH)(CH.sub.2).sub.2 -cHp                            1-871                                                                             3-Cl                                                                              --                                                                              tBu      0 5-CH(OH)(CH.sub.2).sub.2 -cHp                            1-872                                                                             3-OMe                                                                             --                                                                              tBu      0 5-CH(OH)(CH.sub.2).sub.2 -cHp                            1-873                                                                             H   --                                                                              tBu      0 5-CH(OH)(CH.sub.2).sub.3 -cHp                            1-874                                                                             H   --                                                                              iPr      0 5-CH(OH)(CH.sub.2).sub.3 -cHp                            1-875                                                                             H   --                                                                              PnCMe.sub.2                                                                            0 5-CH(OH)(CH.sub.2).sub.3 -cHp                            1-876                                                                             H   --                                                                              EtOCH.sub.2                                                                            0 5-CH(OH)(CH.sub.2).sub.3 -cHp                            1-877                                                                             H   --                                                                              S-Ph     0 5-CH(OH)(CH.sub.2).sub.3 -cHp                            1-878                                                                             H   H tBu      1 5-CH(OH)(CH.sub.2).sub.3 -cHp                            1-879                                                                             H   Hp                                                                              tBu      1 5-CH(OH)(CH.sub.2).sub.3 -cHp                            1-880                                                                             3-Br                                                                              --                                                                              tBu      0 5-CH(OH)(CH.sub.2).sub.3 -cHp                            1-881                                                                             H   --                                                                              tBu      0 5-CH(OH)(CH.sub.2).sub.4 -cHp                            1-882                                                                             H   --                                                                              tBu      0 5-CH(OH)(CH.sub.2).sub.4 -cHp                            1-883                                                                             H   --                                                                              PnCMe.sub.2                                                                            0 5-CH(OH)(CH.sub.2).sub.4 -cHp                            1-884                                                                             H   --                                                                              EtOCH.sub.2                                                                            0 5-CH(OH)(CH.sub.2).sub.4 -cHp                            1-885                                                                             H   --                                                                              S-iPr    0 5-CH(OH)(CH.sub.2).sub.4 -cHp                            1-886                                                                             H   H tBu      1 5-CH(OH)(CH.sub.2).sub.4 -cHp                            1-887                                                                             H   Pn                                                                              tBu      1 5-CH(OH)(CH.sub.2).sub.4 -cHp                            1-888                                                                             H   Hp                                                                              tBu      1 5-CH(OH)(CH.sub.2).sub.4 -cHp                            1-889                                                                             3-Br                                                                              --                                                                              tBu      0 5-CH(OH)(CH.sub.2).sub.4 -cHp                            1-890                                                                             2-OMe                                                                             --                                                                              tBu      0 5-CH(OH)(CH.sub.2).sub.4 -cHp                            1-891                                                                             H   --                                                                              tBu      0 5-CH(OH)(CH.sub.2).sub.5 -cHp                            1-892                                                                             H   --                                                                              PnCMe.sub.2                                                                            0 5-CH(OH)(CH.sub.2).sub.5 -cHp                            1-893                                                                             H   --                                                                              EtOCH.sub.2                                                                            0 5-CH(OH)(CH.sub.2).sub.5 -cHp                            1-894                                                                             H   H tBu      1 5-CH(OH)(CH.sub.2).sub.5 -cHp                            1-895                                                                             H   Pn                                                                              tBu      1 5-CH(OH)(CH.sub.2).sub.5 -cHp                            1-896                                                                             3-OMe                                                                             --                                                                              tBu      0 5-CH(OH)(CH.sub.2).sub.5 -cHp                            1-897                                                                             H   --                                                                              tBu      0 5-CH(OH)(CH.sub.2).sub.6 -cHp                            1-898                                                                             H   --                                                                              tBu      0 5-CH(OH)(CH.sub.2).sub.6 -cHp                            1-899                                                                             H   --                                                                              tBu      0 5-(CH.sub.2)CH(OH)-cHp                                   1-900                                                                             H   --                                                                              PrCMe.sub.2                                                                            0 5-(CH.sub.2)CH(OH)-cHp                                   1-901                                                                             H   --                                                                              S-Ph     0 5-(CH.sub.2)CH(OH)-cHp                                   1-902                                                                             H   H tBu      1 5-(CH.sub.2)CH(OH)-cHp                                   1-903                                                                             H   Pn                                                                              tBu      1 5-(CH.sub.2)CH(OH)-cHp                                   1-904                                                                             H   Hx                                                                              tBu      1 5-(CH.sub.2)CH(OH)-cHp                                   1-905                                                                             3-Cl                                                                              --                                                                              tBu      0 5-(CH.sub.2)CH(OH)-cHp                                   1-906                                                                             3-OMe                                                                             --                                                                              tBu      0 5-(CH.sub.2)CH(OH)-cHp                                   1-907                                                                             H   --                                                                              tBu      0 5-(CH.sub.2)CH(OH)(CH.sub.2)-cHp                         1-908                                                                             H   --                                                                              iPr      0 5-(CH.sub.2)CH(OH)(CH.sub.2)-cHp                         1-909                                                                             H   --                                                                              BuCMe.sub.2                                                                            0 5-(CH.sub.2)CH(OH)(CH.sub.2)-cHp                         1-910                                                                             H   --                                                                              EtOCH.sub.2                                                                            0 5-(CH.sub.2)CH(OH)(CH.sub.2)-cHp                         1-911                                                                             H   --                                                                              S-iPr    0 5-(CH.sub.2)CH(OH)(CH.sub.2)-cHp                         1-912                                                                             H   H tBu      1 5-(CH.sub.2)CH(OH)(CH.sub.2)-cHp                         1-913                                                                             H   Hp                                                                              tBu      1 5-(CH.sub.2)CH(OH)(CH.sub.2)-cHp                         1-914                                                                             3-Br                                                                              --                                                                              tBu      0 5-(CH.sub.2)CH(OH)(CH.sub.2)-cHp                         1-915                                                                             H   --                                                                              tBu      0 5-(CH.sub.2)CH(OH)(CH.sub.2).sub.2 -cHp                  1-916                                                                             H   --                                                                              iPr      0 5-(CH.sub.2)CH(OH)(CH.sub.2).sub.2 -cHp                  1-917                                                                             H   --                                                                              PnCMe.sub.2                                                                            0 5-(CH.sub.2)CH(OH)(CH.sub.2).sub.2 -cHp                  1-918                                                                             H   --                                                                              EtOCH.sub.2                                                                            0 5-(CH.sub.2)CH(OH)(CH.sub.2).sub.2 -cHp                  1-919                                                                             H   --                                                                              S-iPr    0 5-(CH.sub.2)CH(OH)(CH.sub.2).sub.2 -cHp                  1-920                                                                             H   H tBu      1 5-(CH.sub.2)CH(OH)(CH.sub.2).sub.2 -cHp                  1-921                                                                             H   Pn                                                                              tBu      1 5-(CH.sub.2)CH(OH)(CH.sub.2).sub.2 -cHp                  1-922                                                                             3-OMe                                                                             --                                                                              tBu      0 5-(CH.sub.2)CH(OH)(CH.sub.2).sub.2 -cHp                  1-923                                                                             H   --                                                                              tBu      0 5-(CH.sub.2)CH(OH)(CH.sub.2).sub.3 -cHp                  1-924                                                                             H   --                                                                              BuCMe.sub.2                                                                            0 5-(CH.sub.2)CH(OH)(CH.sub.2).sub.3 -cHp                  1-925                                                                             H   --                                                                              EtOCH.sub.2                                                                            0 5-(CH.sub.2)CH(OH)(CH.sub.2).sub.3 -cHp                  1-926                                                                             H   H tBu      1 5-(CH.sub.2)CH(OH)(CH.sub.2).sub.3 -cHp                  1-927                                                                             H   Hx                                                                              tBu      1 5-(CH.sub.2)CH(OH)(CH.sub.2).sub.3 -cHp                  1-928                                                                             2-OMe                                                                             --                                                                              tBu      0 5-(CH.sub.2)CH(OH)(CH.sub.2).sub.3 -cHp                  1-929                                                                             H   --                                                                              tBu      0 5-(CH.sub.2)CH(OH)(CH.sub.2).sub.4 -cHp                  1-930                                                                             H   --                                                                              EtOCH.sub.2                                                                            0 5-(CH.sub.2)CH(OH)(CH.sub.2).sub.4 -cHp                  1-931                                                                             H   --                                                                              S-iPr    0 5-(CH.sub.2)CH(OH)(CH.sub.2).sub.4 -cHp                  1-932                                                                             H   H tBu      1 5-(CH.sub.2)CH(OH)(CH.sub.2).sub.4 -cHp                  1-933                                                                             H   Pn                                                                              tBu      1 5-(CH.sub.2)CH(OH)(CH.sub.2).sub.4 -cHp                  1-934                                                                             3-Br                                                                              Hp                                                                              tBu      1 5-(CH.sub.2)CH(OH)(CH.sub.2).sub.4 -cHp                  1-935                                                                             H   --                                                                              tBu      0 5-(CH.sub.2)CH(OH)(CH.sub.2).sub.5 -cHp                  1-936                                                                             H   --                                                                              PnCMe.sub.2                                                                            0 5-(CH.sub.2)CH(OH)(CH.sub.2).sub.5 -cHp                  1-937                                                                             H   --                                                                              EtOCH.sub.2                                                                            0 5-(CH.sub.2)CH(OH)(CH.sub.2).sub.5 -cHp                  1-938                                                                             H   --                                                                              S-Ph     0 5-(CH.sub.2)CH(OH)(CH.sub.2).sub.5 -cHp                  1-939                                                                             H   H tBu      1 5-(CH.sub.2)CH(OH)(CH.sub.2).sub.5 -cHp                  1-940                                                                             H   Hp                                                                              tBu      1 5-(CH.sub.2)CH(OH)(CH.sub.2).sub.5 -cHp                  1-941                                                                             3-Cl                                                                              Hp                                                                              tBu      1 5-(CH.sub.2)CH(OH)(CH.sub.2).sub.5 -cHp                  1-942                                                                             H   --                                                                              tBu      0 5-(CH.sub.2)CH(OH)(CH.sub.2).sub.6 -cHp                  1-943                                                                             H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OH)-cHp                            1-944                                                                             H   --                                                                              EtOCH.sub.2                                                                            0 5-(CH.sub.2).sub.2 CH(OH)-cHp                            1-945                                                                             H   --                                                                              S-iPr    0 5-(CH.sub.2).sub.2 CH(OH)-cHp                            1-946                                                                             H   H tBu      1 5-(CH.sub.2).sub.2 CH(OH)-cHp                            1-947                                                                             H   Pn                                                                              tBu      1 5-(CH.sub.2).sub.2 CH(OH)-cHp                            1-948                                                                             2-OMe                                                                             Hp                                                                              tBu      1 5-(CH.sub.2).sub.2 CH(OH)-cHp                            1-949                                                                             H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OH)(CH.sub.2)-cHp                  1-950                                                                             H   --                                                                              PrCMe.sub.2                                                                            0 5-(CH.sub.2).sub.2 CH(OH)(CH.sub.2)-cHp                  1-951                                                                             H   --                                                                              CH.sub.3 OCH.sub.2                                                                     0 5-(CH.sub.2).sub.2 CH(OH)(CH.sub.2)-cHp                  1-952                                                                             H   --                                                                              EtOCH.sub.2                                                                            0 5-(CH.sub.2).sub.2 CH(OH)(CH.sub.2)-cHp                  1-953                                                                             H   --                                                                              S-Ph     0 5-(CH.sub.2).sub.2 CH(OH)(CH.sub.2)-cHp                  1-954                                                                             H   H tBu      1 5-(CH.sub.2).sub.2 CH(OH)(CH.sub.2)-cHp                  1-955                                                                             H   Bu                                                                              tBu      1 5-(CH.sub.2).sub.2 CH(OH)(CH.sub.2)-cHp                  1-956                                                                             H   Pn                                                                              tBu      1 5-(CH.sub.2).sub.2 CH(OH)(CH.sub.2)-cHp                  1-957                                                                             H   Hp                                                                              tBu      1 5-(CH.sub.2).sub.2 CH(OH)(CH.sub.2)-cHp                  1-958                                                                             3-Cl                                                                              Hp                                                                              tBu      1 5-(CH.sub.2).sub.2 CH(OH)(CH.sub.2)-cHp                  1-959                                                                             H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OH)(CH.sub.2).sub.2 -cHp           1-960                                                                             H   --                                                                              iPr      0 5-(CH.sub.2).sub.2 CH(OH)(CH.sub.2).sub.2 -cHp           1-961                                                                             H   --                                                                              PnCMe.sub.2                                                                            0 5-(CH.sub.2).sub.2 CH(OH)(CH.sub.2).sub.2 -cHp           1-962                                                                             H   --                                                                              EtOCH.sub.2                                                                            0 5-(CH.sub.2).sub.2 CH(OH)(CH.sub.2).sub.2 -cHp           1-963                                                                             H   --                                                                              S-Ph     0 5-(CH.sub.2).sub.2 CH(OH)(CH.sub.2).sub.2 -cHp           1-964                                                                             H   H tBu      1 5-(CH.sub.2).sub.2 CH(OH)(CH.sub.2).sub.2 -cHp           1-965                                                                             H   Hp                                                                              tBu      1 5-(CH.sub.2).sub.2 CH(OH)(CH.sub.2).sub.2 -cHp           1-966                                                                             3-Br                                                                              Hp                                                                              tBu      1 5-(CH.sub.2).sub.2 CH(OH)(CH.sub.2).sub.2 -cHp           1-967                                                                             H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OH)(CH.sub.2).sub.3 -cHp           1-968                                                                             H   --                                                                              iPr      0 5-(CH.sub.2).sub.2 CH(OH)(CH.sub.2).sub.3 -cHp           1-969                                                                             H   --                                                                              BuCMe.sub.2                                                                            0 5-(CH.sub.2).sub.2 CH(OH)(CH.sub.2).sub.3 -cHp           1-970                                                                             H   --                                                                              CH.sub.3 OCH.sub.2                                                                     0 5-(CH.sub.2).sub.2 CH(OH)(CH.sub.2).sub.3 -cHp           1-971                                                                             H   --                                                                              S-iPr    0 5-(CH.sub.2).sub.2 CH(OH)(CH.sub.2).sub.3 -cHp           1-972                                                                             H   H tBu      1 5-(CH.sub.2).sub.2 CH(OH)(CH.sub.2).sub.3 -cHp           1-973                                                                             H   Pn                                                                              tBu      1 5-(CH.sub.2).sub.2 CH(OH)(CH.sub.2).sub.3 -cHp           1-974                                                                             3-Cl                                                                              Hp                                                                              tBu      1 5-(CH.sub.2).sub.2 CH(OH)(CH.sub.2).sub.3 -cHp           1-975                                                                             2-OMe                                                                             Hp                                                                              tBu      1 5-(CH.sub.2).sub.2 CH(OH)(CH.sub.2).sub.3 -cHp           1-976                                                                             H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OH)(CH.sub.2).sub.4 -cHp           1-977                                                                             H   --                                                                              EtOCH.sub.2                                                                            0 5-(CH.sub.2).sub.2 CH(OH)(CH.sub.2).sub.4 -cHp           1-978                                                                             H   --                                                                              S-iPr    0 5-(CH.sub.2).sub.2 CH(OH)(CH.sub.2).sub.4 -cHp           1-979                                                                             H   H tBu      1 5-(CH.sub.2).sub.2 CH(OH)(CH.sub.2).sub.4 -cHp           1-980                                                                             H   Pn                                                                              tBu      1 5-(CH.sub.2).sub.2 CH(OH)(CH.sub.2).sub.4 -cHp           1-981                                                                             3-Cl                                                                              Hp                                                                              tBu      1 5-(CH.sub.2).sub.2 CH(OH)(CH.sub.2).sub.4 -cHp           1-982                                                                             H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OH)(CH.sub.2).sub.5 -cHp           1-983                                                                             H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OH)(CH.sub.2).sub.6 -cHp           1-984                                                                             H   --                                                                              tBu      0 5-(CH.sub.2).sub.3 CH(OH)-cHp                            1-985                                                                             H   --                                                                              EtOCH.sub.2                                                                            0 5-(CH.sub.2).sub.3 CH(OH)-cHp                            1-986                                                                             H   --                                                                              S-Ph     0 5-(CH.sub.2).sub.3 CH(OH)-cHp                            1-987                                                                             H   H tBu      1 5-(CH.sub.2).sub.3 CH(OH)-cHp                            1-988                                                                             H   Hx                                                                              tBu      1 5-(CH.sub.2).sub.3 CH(OH)-cHp                            1-989                                                                             3-Br                                                                              Hp                                                                              tBu      1 5-(CH.sub.2).sub.3 CH(OH)-cHp                            1-990                                                                             H   --                                                                              tBu      0 5-(CH.sub.2).sub.3 CH(OH)(CH.sub.2)-cHp                  1-991                                                                             H   --                                                                              EtOCH.sub.2                                                                            0 5-(CH.sub.2).sub.3 CH(OH)(CH.sub.2)-cHp                  1-992                                                                             H   --                                                                              S-Ph     0 5-(CH.sub.2).sub.3 CH(OH)(CH.sub.2)-cHp                  1-993                                                                             H   H tBu      1 5-(CH.sub.2).sub.3 CH(OH)(CH.sub.2)-cHp                  1-994                                                                             H   Hp                                                                              tBu      1 5-(CH.sub.2).sub.3 CH(OH)(CH.sub.2)-cHp                  1-995                                                                             3-Br                                                                              Hp                                                                              tBu      1 5-(CH.sub.2).sub.3 CH(OH)(CH.sub.2)-cHp                  1-996                                                                             H   --                                                                              tBu      0 5-(CH.sub.2).sub.3 CH(OH)(CH.sub.2).sub.2 -cHp           1-997                                                                             H   --                                                                              iPr      0 5-(CH.sub.2).sub.3 CH(OH)(CH.sub.2).sub.2 -cHp           1-998                                                                             H   --                                                                              S-iPr    0 5-(CH.sub.2).sub.3 CH(OH)(CH.sub.2).sub.2 -cHp           1-999                                                                             H   H tBu      1 5-(CH.sub.2).sub.3 CH(OH)(CH.sub.2).sub.2 -cHp           1-1000                                                                            H   Hx                                                                              tBu      1 5-(CH.sub.2).sub.3 CH(OH)(CH.sub.2).sub.2 -cHp           1-1001                                                                            3-Cl                                                                              Hp                                                                              tBu      1 5-(CH.sub.2).sub.3 CH(OH)(CH.sub.2).sub.2 -cHp           1-1002                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.3 CH(OH)(CH.sub.2).sub.3 -cHp           1-1003                                                                            H   --                                                                              EtOCH.sub.2                                                                            0 5-(CH.sub.2).sub.3 CH(OH)(CH.sub.2).sub.3 -cHp           1-1004                                                                            H   --                                                                              S-iPr    0 5-(CH.sub.2).sub.3 CH(OH)(CH.sub.2).sub.3 -cHp           1-1005                                                                            3-Cl                                                                              --                                                                              tBu      0 5-(CH.sub.2).sub.3 CH(OH)(CH.sub.2).sub.3 -cHp           1-1006                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.3 CH(OH)(CH.sub.2).sub.4 -cHp           1-1007                                                                            H   H tBu      1 5-(CH.sub.2).sub.3 CH(OH)(CH.sub.2).sub.4 -cHp           1-1008                                                                            H   H tBu      1 5-(CH.sub.2).sub.3 CH(OH)(CH.sub.2).sub.3 -cHp           1-1009                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.4 CH(OH)-cHp                            1-1010                                                                            H   H tBu      1 5-(CH.sub.2).sub.4 CH(OH)-cHp                            1-1011                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.4 CH(OH)CH.sub.2 -cHp                   1-1012                                                                            H   H tBu      1 5-(CH.sub.2).sub.4 CH(OH)CH.sub.2 -cHp                   1-1013                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.4 CH(OH)(CH.sub.2).sub.2 -cHp           1-1014                                                                            H   H tBu      1 5-(CH.sub.2).sub.4 CH(OH)(CH.sub.2).sub.2 -cHp           1-1015                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.4 CH(OH)(CH.sub.2).sub.3 -cHp           1-1016                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.5 CH(OH)-cHp                            1-1017                                                                            H   H tBu      1 5-(CH.sub.2).sub.5 CH(OH)-cHp                            1-1018                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.5 CH(OH)(CH.sub.2)-cHp                  1-1019                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.5 CH(OH)(CH.sub.2).sub.2 -cHp           1-1020                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.6 CH(OH)-cHp                            1-1021                                                                            H   --                                                                              tBu      0 5-CH(OB.sup.2)-cHx                                       1-1022                                                                            H   --                                                                              tBu      0 5-CH(OB.sup.2)CH.sub.2 -cHx                              1-1023                                                                            H   --                                                                              tBu      0 5-CH(OB.sup.2)CH.sub.2 -cHx                                                   Na salt                                                  1-1024                                                                            H   --                                                                              tBu      0 5-CH(OB.sup.3)CH.sub.2 -cHx                                                   Na salt                                                  1-1025                                                                            H   --                                                                              tBu      0 5-CH(OE.sup.1)CH.sub.2 -cHx                                                   HCl salt                                                 1-1026                                                                            H   --                                                                              tBu      0 5-CH(OB.sup.2)(CH.sub.2).sub.2 -cHx                                           Na salt                                                  1-1027                                                                            H   --                                                                              tBu      0 5-CH(OB.sup.3)(CH.sub.2).sub.2 -cHx                                           Na salt                                                  1-1028                                                                            H   --                                                                              tBu      0 5-CH(OE.sup.3)(CH.sub.2).sub.2 -cHx                                           HCl salt                                                 1-1029                                                                            H   --                                                                              tBu      0 5-CH(OB.sup.1)(CH.sub.2).sub.3 -cHx                                           Na salt                                                  1-1030                                                                            H   --                                                                              tBu      0 5-CH(OB.sup.2)(CH.sub.2).sub.3 -cHx                                           Na salt                                                  1-1031                                                                            H   --                                                                              tBu      0 5-CH(OB.sup.3)(CH.sub.2).sub.3 -cHx                                           Na salt                                                  1-1032                                                                            H   --                                                                              tBu      0 5-CH(OD.sup.1)(CH.sub.2).sub.3 -cHx                                           Na salt                                                  1-1033                                                                            H   --                                                                              tBu      0 5-CH(OE.sup.1)(CH.sub.2).sub.3 -cHx                                           HCl salt                                                 1-1034                                                                            H   --                                                                              tBu      0 5-CH(OE.sup.2)(CH.sub.2).sub.3 -cHx                                           HCl salt                                                 1-1035                                                                            H   --                                                                              tBu      0 5-CH(OB.sup.2)(CH.sub.2).sub.3 -cHx                      1-1036                                                                            H   --                                                                              tBu      0 5-CH(OB.sup.1)(CH.sub.2).sub.4 -cHx                                           Na salt                                                  1-1037                                                                            H   --                                                                              tBu      0 5-CH(OB.sup.2)(CH.sub.2).sub.4 -cHx                                           Na salt                                                  1-1038                                                                            H   --                                                                              tBu      0 5-CH(OB.sup.3)(CH.sub.2).sub.4 -cHx                                           Na salt                                                  1-1039                                                                            H   --                                                                              tBu      0 5-CH(OD.sup.1)(CH.sub.2).sub.4 -cHx                                           Na salt                                                  1-1040                                                                            H   --                                                                              tBu      0 5-CH(OE.sup.1)(CH.sub.2).sub.4 -cHx                                           HCl salt                                                 1-1041                                                                            H   --                                                                              tBu      0 5-CH(OE.sup.2)(CH.sub.2).sub.4 -cHx                                           HCl salt                                                 1-1042                                                                            H   --                                                                              tBu      0 5-CH(OE.sup.3)(CH.sub.2).sub.4 -cHx                                           HCl salt                                                 1-1043                                                                            H   --                                                                              tBu      0 5-CH(OF.sup.1)(CH.sub.2).sub.4 -cHx                                           Na salt                                                  1-1044                                                                            H   --                                                                              tBu      0 5-CH(OB.sup.2)(CH.sub.2).sub.4 -cHx                      1-1045                                                                            H   --                                                                              tBu      0 5-CH(OB.sup.1)(CH.sub.2).sub.5 -cHx                                           Na salt                                                  1-1046                                                                            H   --                                                                              tBu      0 5-CH(OB.sup.2)(CH.sub.2).sub.5 -cHx                                           Na salt                                                  1-1047                                                                            H   --                                                                              tBu      0 5-CH(OB.sup.3)(CH.sub.2).sub.5 -cHx                                           Na salt                                                  1-1048                                                                            H   --                                                                              tBu      0 5-CH(OD.sup.1)(CH.sub.2).sub.5 -cHx                                           Na salt                                                  1-1049                                                                            H   --                                                                              tBu      0 5-CH(OE.sup.1)(CH.sub.2).sub.5 -cHx                                           HCl salt                                                 1-1050                                                                            H   --                                                                              tBu      0 5-CH(OE.sup.2)(CH.sub.2).sub.5 -cHx                                           HCl salt                                                 1-1051                                                                            H   --                                                                              tBu      0 5-CH(OE.sup.3)(CH.sub.2).sub.5 -cHx                                           HCl salt                                                 1-1052                                                                            H   --                                                                              tBu      0 5-CH(OF.sup.1)(CH.sub.2).sub.5 -cHx                                           Na salt                                                  1-1053                                                                            H   --                                                                              tBu      0 5-CH(OB.sup.2)(CH.sub.2).sub.5 -cHx                      1-1054                                                                            H   --                                                                              tBu      0 5-CH(OB.sup.2)(CH.sub.2).sub.6 -cHx                                           Na salt                                                  1-1055                                                                            H   --                                                                              tBu      0 5-CH(OD.sup.1)(CH.sub.2)-cHx                                                  Na salt                                                  1-1056                                                                            H   --                                                                              tBu      0 5-CH(OF.sup.1)(CH.sub.2)-cHx                                                  Na salt                                                  1-1057                                                                            H   H tBu      1 5-CH(OB.sup.2)CH.sub.2 -cHx                                                   Na salt                                                  1-1058                                                                            H   H tBu      1 5-CH(OB.sup.2)(CH.sub.2).sub.2 -cHx                                           Na salt                                                  1-1059                                                                            H   H tBu      1 5-CH(OB.sup.2)(CH.sub.2).sub.3 -cHx                                           Na salt                                                  1-1060                                                                            H   H tBu      1 5-CH(OB.sup.2)(CH.sub.2).sub.4 -cHx                                           Na salt                                                  1-1061                                                                            H   H tBu      1 5-CH(OB.sup.2)(CH.sub.2).sub.5 -cHx                                           Na salt                                                  1-1062                                                                            H   H tBu      1 5-(CH.sub.2)CH(OB.sup.2)CH.sub.2 -cHx                                         Na salt                                                  1-1063                                                                            H   H tBu      1 5-(CH.sub.2)CH(OB.sup.2)(CH.sub.2).sub.2 -cHx                                 Na salt                                                  1-1064                                                                            H   H tBu      1 5-(CH.sub.2).sub.2 CH(OB.sup.2)(CH.sub.2)-cHx                                 Na salt                                                  1-1065                                                                            H   H tBu      1 5-(CH.sub.2)CH(OB.sup.2)(CH.sub.2).sub.4 -cHx                                 Na salt                                                  1-1066                                                                            H   H tBu      1 5-(CH.sub.2)CH(OB.sup.2)(CH.sub.2).sub.5 -cHx                                 Na salt                                                  1-1067                                                                            H   H tBu      1 5-(CH.sub.2).sub.2 CH(OB.sup.2)-cHx                                           Na salt                                                  1-1068                                                                            H   H tBu      1 5-(CH.sub.2).sub.2 CH(OB.sup.2)(CH.sub.2).sub.2                               -cHx                                                                          Na salt                                                  1-1069                                                                            H   H tBu      1 5-(CH.sub.2).sub.2 CH(OB.sup.2)(CH.sub.2).sub.3                               -cHx                                                                          Na salt                                                  1-1070                                                                            H   H tBu      1 5-(CH.sub.2).sub.3 CH(OB.sup.2)(CH.sub.2)-cHx                                 Na salt                                                  1-1071                                                                            H   H tBu      1 5-(CH.sub.2).sub.3 CH(OB.sup.2)(CH.sub.2).sub.2                               -cHx                                                                          Na salt                                                  1-1072                                                                            H   H tBu      1 5-(CH.sub.2).sub.3 CH(OB.sup.2)(CH.sub.2).sub.3                               -cHx                                                                          Na salt                                                  1-1073                                                                            H   H tBu      1 5-(CH.sub.2).sub.3 CH(OB.sup.2)(CH.sub.2).sub.4                               -cHx                                                                          Na salt                                                  1-1074                                                                            H   H tBu      1 5-(CH.sub.2).sub.4 CH(OB.sup.2)(CH.sub.2)-cHx                                 Na salt                                                  1-1075                                                                            H   H tBu      1 5-(CH.sub.2).sub.4 CH(OB.sup.2)-cHx                                           Na salt                                                  1-1076                                                                            H   H tBu      1 5-(CH.sub.2).sub.4 CH(OB.sup.2)(CH.sub.2)-cHx                                 Na salt                                                  1-1077                                                                            H   H tBu      1 5-(CH.sub.2).sub.4 CH(OB.sup.2)(CH.sub.2).sub.2                               -cHx                                                     1-1078                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OB.sup.2)-cHx                                                  Na salt                                                  1-1079                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OB.sup.2)(CH.sub.2)-cHx                                        Na salt                                                  1-1080                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OD.sup.1)(CH.sub.2)-cHx                                        Na salt                                                  1-1081                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OE.sup.1)(CH.sub.2)-cHx                                        HCl salt                                                 1-1082                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OF.sup.1)(CH.sub.2)-cHx                                        Na salt                                                  1-1083                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OB.sup.2)(CH.sub.2)-cHx                   1-1084                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OB.sup.2)(CH.sub.2).sub.2 -cHx                                 Na salt                                                  1-1085                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OD.sup.1)(CH.sub.2).sub.2 -cHx                                 Na salt                                                  1-1086                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OE.sup.1)(CH.sub.2).sub.2 -cHx                                 HCl salt                                                 1-1087                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OF.sup.1)(CH.sub.2).sub.2 -cHx                                 Na salt                                                  1-1088                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OB.sup.2)(CH.sub.2).sub.2 -cHx            1-1089                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OB.sup.2)(CH.sub.2).sub.3 -cHx                                 Na salt                                                  1-1090                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OB.sup.2)(CH.sub.2).sub.4 -cHx                                 Na salt                                                  1-1091                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OB.sup.2)(CH.sub.2).sub.5 -cHx                                 Na salt                                                  1-1092                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OB.sup.1)-cHx                                           Na salt                                                  1-1093                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OB.sup.2)-cHx                                           Na salt                                                  1-1094                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OB.sup.3)-cHx                                           Na salt                                                  1-1095                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OD.sup.1)-cHx                                           Na salt                                                  1-1096                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OE.sup.1)-cHx                                           HCl salt                                                 1-1097                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OE.sup.2)-cHx                                           HCl salt                                                 1-1098                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OE.sup.3)-cHx                                           HCl salt                                                 1-1099                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OF.sup.1)-cHx                                           Na salt                                                  1-1100                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OB.sup.2)-cHx                      1-1101                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OB.sup.1)(CH.sub.2)-cHx                                 Na salt                                                  1-1102                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OB.sup.2)(CH.sub.2)-cHx                                 Na salt                                                  1-1103                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OB.sup.3)(CH.sub.2)-cHx                                 Na salt                                                  1-1104                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OD.sup.1)(CH.sub.2)-cHx                                 Na salt                                                  1-1105                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OE.sup.1)(CH.sub.2)-cHx                                 HCl salt                                                 1-1106                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OE.sup.2)(CH.sub.2)-cHx                                 HCl salt                                                 1-1107                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OE.sup.3)(CH.sub.2)-cHx                                 HCl salt                                                 1-1108                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OF.sup.1)(CH.sub.2)-cHx                                 Na salt                                                  1-1109                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OB.sup.2)(CH.sub.2)-cHx            1-1110                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OB.sup.1)(CH.sub.2).sub.2                               -cHx                                                                          Na salt                                                  1-1111                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OB.sup.2)(CH.sub.2).sub.2                               -cHx                                                                          Na salt                                                  1-1112                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OB.sup.3)(CH.sub.2).sub.2 -cHx                                 Na salt                                                  1-1113                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OD.sup.1)(CH.sub.2).sub.2                               -cHx                                                                          Na salt                                                  1-1114                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OE.sup.1)(CH.sub.2).sub.2                               -cHx                                                                          HCl salt                                                 1-1115                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OE.sup.2)(CH.sub.2).sub.2                               -cHx                                                                          HCl salt                                                 1-1116                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OE.sup.3)(CH.sub.2).sub.2                               -cHx                                                                          HCl salt                                                 1-1117                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OF.sup.1)(CH.sub.2).sub.2                               -cHx                                                                          Na salt                                                  1-1118                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OB.sup.2)(CH.sub.2).sub.2                               -cHx                                                     1-1119                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OB.sup.1)(CH.sub.2).sub.3                               -cHx                                                                          Na salt                                                  1-1120                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OB.sup.2)(CH.sub.2).sub.3                               -cHx                                                                          Na salt                                                  1-1121                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OB.sup.3)(CH.sub.2).sub.3                               -cHx                                                                          Na salt                                                  1-1122                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OD.sup.1)(CH.sub.2).sub.3                               -cHx                                                                          Na salt                                                  1-1123                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OE.sup.1)(CH.sub.2).sub.3                               -cHx                                                                          HCl salt                                                 1-1124                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OE.sup.2)(CH.sub.2).sub.3                               -cHx                                                                          HCl salt                                                 1-1125                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OE.sup.3)(CH.sub.2).sub.3                               -cHx                                                                          HCl salt                                                 1-1126                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OF.sup.1)(CH.sub.2).sub.3                               -cHx                                                                          Na salt                                                  1-1127                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OB.sup.2)(CH.sub.2).sub.3                               -cHx                                                     1-1128                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OB.sup.1)(CH.sub.2).sub.4                               -cHx                                                                          Na salt                                                  1-1129                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OB.sup.2)(CH.sub.2).sub.4                               -cHx                                                                          Na salt                                                  1-1130                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OB.sup.3)(CH.sub.2).sub.4                               -cHx                                                                          Na salt                                                  1-1131                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OD.sup.1)(CH.sub.2).sub.4                               -cHx                                                                          Na salt                                                  1-1132                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OE.sup.1)(CH.sub.2).sub.4                               -cHx                                                                          HCl salt                                                 1-1133                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OE.sup.2)(CH.sub.2).sub.4                               -cHx                                                                          HCl salt                                                 1-1134                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OE.sup.3)(CH.sub.2).sub.4                               -cHx                                                                          HCl salt                                                 1-1135                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OF.sup.1)(CH.sub.2).sub.4                               -cHx                                                                          Na salt                                                  1-1136                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OB.sup.2)(CH.sub.2).sub.4                               -cHx                                                     1-1137                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OB.sup.2)(CH.sub.2).sub.5                               -cHx                                                                          Na salt                                                  1-1138                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OD.sup.1)(CH.sub.2).sub.5                               -cHx                                                                          Na salt                                                  1-1139                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OE.sup.1)(CH.sub.2).sub.5                               -cHx                                                                          HCl salt                                                 1-1140                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OF.sup.1)(CH.sub.2).sub.5                               -cHx                                                                          Na salt                                                  1-1141                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OB.sup.2)(CH.sub.2).sub.5                               -cHx                                                     1-1142                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.3 CH(OB.sup.2)cHx                                            Na salt                                                  1-1143                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.3 CH(OB.sup.2)(CH.sub.2)-cHx                                 Na salt                                                  1-1144                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.3 CH(OB.sup.2)(CH.sub.2).sub.2                               -cHx                                                                          Na salt                                                  1-1145                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.3 CH(OB.sup.2)(CH.sub.2).sub.3                               -cHx                                                                          Na salt                                                  1-1146                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.3 CH(OB.sup.2)(CH.sub.2).sub.4                               -cHx                                                                          Na salt                                                  1-1147                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.3 CH(OD.sup.1)(CH.sub.2)-cHx                                 Na salt                                                  1-1148                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.3 CH(OE.sup.1)(CH.sub.2).sub.2                               -cHx                                                                          HCl salt                                                 1-1149                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.4 CH(OB.sup.2)-cHx                                           Na salt                                                  1-1150                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.4 CH(OB.sup.3)(CH.sub.2)-cHx                                 Na salt                                                  1-1151                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.4 CH(OB.sup.2)(CH.sub.2).sub.2                               -cHx                                                                          Na salt                                                  1-1152                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.4 CH(OF.sup.1)(CH.sub.2).sub.3                               -cHx                                                     1-1153                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.5 CH(OB.sup.2)-cHx                                           Na salt                                                  1-1154                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.5 CH(OB.sup.3)(CH.sub.2)-cHx                                 Na salt                                                  1-1155                                                                            H   --                                                                              tBu      0 5-CH(OB.sup.2)-cPn Na salt                               1-1156                                                                            H   --                                                                              tBu      0 5-CH(OB.sup.2)(CH.sub.2)-cPn                                                  Na salt                                                  1-1157                                                                            H   --                                                                              tBu      0 5-CH(OB.sup.2)(CH.sub.2).sub.2 -cPn                                           Na salt                                                  1-1158                                                                            H   --                                                                              tBu      0 5-CH(OB.sup.2)(CH.sub.2).sub.3 -cPn                                           Na salt                                                  1-1159                                                                            H   --                                                                              tBu      0 5-CH(OB.sup.2)(CH.sub.2).sub.4 -cPn                                           Na salt                                                  1-1160                                                                            H   --                                                                              tBu      0 5-CH(OB.sup.2)(CH.sub.2).sub.5 -cPn                                           Na salt                                                  1-1161                                                                            H   --                                                                              tBu      0 5-CH(OD.sup.1)(CH.sub.2).sub.6 -cPn                                           Na salt                                                  1-1162                                                                            H   --                                                                              tBu      0 5-CH(OE.sup.3)(CH.sub.2).sub.2 -cPn                                           HCl salt                                                 1-1163                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OB.sup.2)-cPn                                                  Na salt                                                  1-1164                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OB.sup.2)(CH.sub.2)-cPn                                        Na salt                                                  1-1165                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OB.sup.2)(CH.sub.2).sub.2 -cPn                                 Na salt                                                  1-1166                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OB.sup.2)(CH.sub.2).sub.3 -cPn                                 Na salt                                                  1-1167                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OB.sup.2)(CH.sub.2).sub.4 -cPn                                 Na salt                                                  1-1168                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OB.sup.2)(CH.sub.2).sub.5 -cPn                                 Na salt                                                  1-1169                                                                            H   --                                                                              tBu      0 5-CH.sub.2 CH(OD.sup.1)(CH.sub.2)-cPn                                         Na salt                                                  1-1170                                                                            H   --                                                                              tBu      0 5-CH.sub.2 CH(OE.sup.1)(CH.sub.2).sub.2 -cPn                                  HCl salt                                                 1-1171                                                                            H   --                                                                              tBu      0 5-CH.sub.2 CH(OF.sup.1)(CH.sub.2).sub.3 -cPn                                  Na salt                                                  1-1172                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OB.sup.2)-cPn                                           Na salt                                                  1-1173                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OE.sup.1)-cPn                                           HCl salt                                                 1-1174                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OD.sup.1)-cPn                                           Na salt                                                  1-1175                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OB.sup.1)(CH.sub.2)-cPn                                 Na salt                                                  1-1176                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OB.sup.2)(CH.sub.2)-cPn                                 Na salt                                                  1-1177                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OB.sup.3)(CH.sub.2)-cPn                                 Na salt                                                  1-1178                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OD.sup.1)(CH.sub.2)-cPn                                 Na salt                                                  1-1179                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OE.sup.1)(CH.sub.2)-cPn                                 HCl salt                                                 1-1180                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OE.sup.2)(CH.sub.2)-cPn                                 HCl salt                                                 1-1181                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OE.sup.3)(CH.sub.2)-cPn                                 HCl salt                                                 1-1182                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OF.sup.1)(CH.sub.2)-cPn                                 Na salt                                                  1-1183                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OB.sup.2)(CH.sub.2)-cPn            1-1184                                                                            H   H tBu      1 5-(CH.sub.2).sub.2 CH(OB.sup.2)-cPn                                           Na salt                                                  1-1185                                                                            H   H tBu      1 5-(CH.sub.2).sub.2 CH(OB.sup.2)(CH.sub.2)-cPn                                 Na salt                                                  1-1186                                                                            H   H tBu      1 5-(CH.sub.2).sub.2 CH(OB.sup.2)(CH.sub.2).sub.2                               -cPn                                                                          Na salt                                                  1-1187                                                                            H   H tBu      1 5-(CH.sub.2).sub.2 CH(OB.sup.2)(CH.sub.2).sub.3                               -cPn                                                                          Na salt                                                  1-1188                                                                            H   H tBu      1 5-(CH.sub.2).sub.2 CH(OB.sup.2)(CH.sub.2).sub.4                               -cPn                                                                          Na salt                                                  1-1189                                                                            H   H tBu      1 5-(CH.sub.2).sub.2 CH(OE.sup.1)(CH.sub.2)-cPn                                 HCl salt                                                 1-1190                                                                            H   H tBu      1 5-(CH.sub.2).sub.2 CH(OF.sup.1)(CH.sub.2).sub.2                               -cPn                                                                          Na salt                                                  1-1191                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.3 CH(OB.sup.2)-cPn                                           Na salt                                                  1-1192                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.3 CH(OB.sup.2)(CH.sub.2)-cPn                                 Na salt                                                  1-1193                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.3 CH(OB.sup.2)(CH.sub.2).sub.2                               -cPn                                                                          Na salt                                                  1-1194                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.3 CH(OB.sup.2)(CH.sub.2).sub.3                               -cPn                                                                          Na salt                                                  1-1195                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.3 CH(OD.sup.1)(CH.sub.2).sub.4                               -cPn                                                                          Na salt                                                  1-1196                                                                            H   --                                                                              tBu      1 5-(CH.sub.2).sub.3 CH(OE.sup.3)(CH.sub.2)-cPn                                 HCl salt                                                 1-1197                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.3 CH(OB.sup.2)(CH.sub.2)-cPn            1-1198                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.4 CH(OE.sup.2)-cPn                                           HCl salt                                                 1-1199                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.4 CH(OB.sup.2)(CH.sub.2)-cPn                                 Na salt                                                  1-1200                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.4 CH(OE.sup.1)(CH.sub.2).sub.2                               -cPn                                                                          HCl salt                                                 1-1201                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.5 CH(OB.sup.2)-cPn                                           Na salt                                                  1-1202                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.5 CH(OB.sup.2)(CH.sub.2)-cPn                                 Na salt                                                  1-1203                                                                            H   --                                                                              tBu      0 5-CH(OB.sup.2)-cHp Na salt                               1-1204                                                                            H   --                                                                              tBu      0 5-CH(OB.sup.2)(CH.sub.2)-cHp                                                  Na salt                                                  1-1205                                                                            H   --                                                                              tBu      0 5-CH(OB.sup.2)(CH.sub.2).sub.2 -cHp                                           Na salt                                                  1-1206                                                                            H   --                                                                              tBu      0 5-CH(OB.sup.2)(CH.sub.2).sub.3 -cHp                                           Na salt                                                  1-1207                                                                            H   --                                                                              tBu      0 5-CH(OB.sup.2)(CH.sub.2).sub.4 -cHp                                           Na salt                                                  1-1208                                                                            H   --                                                                              tBu      0 5-CH(OB.sup.2)(CH.sub.2).sub.5 -cHp                                           Na salt                                                  1-1209                                                                            H   --                                                                              tBu      0 5-CH(OD.sup.1)(CH.sub.2).sub.6 -cHp                                           Na salt                                                  1-1210                                                                            H   --                                                                              tBu      0 5-CH(OE.sup.1)(CH.sub.2)-cHp                                                  HCl salt                                                 1-1211                                                                            H   --                                                                              tBu      0 5-CH.sub.2 CH(OB.sup.2)-cHp                                                   Na salt                                                  1-1212                                                                            H   --                                                                              tBu      0 5-CH.sub.2 CH(OB.sup.2)(CH.sub.2)-cHp                                         Na salt                                                  1-1213                                                                            H   --                                                                              tBu      0 5-CH.sub.2 CH(OB.sup.2)(CH.sub.2).sub.2 -cHp                                  Na salt                                                  1-1214                                                                            H   --                                                                              tBu      0 5-CH.sub.2 CH(OB.sup.2)(CH.sub.2).sub.3 -cHp                                  Na salt                                                  1-1215                                                                            H   --                                                                              tBu      0 5-CH.sub.2 CH(OB.sup.2)(CH.sub.2).sub.4 -cHp                                  Na salt                                                  1-1216                                                                            H   --                                                                              tBu      0 5-CH.sub.2 CH(OB.sup.2)(CH.sub.2).sub.5 -cHp                                  Na salt                                                  1-1217                                                                            H   --                                                                              tBu      0 5-CH.sub.2 CH(OE.sup.1)(CH.sub.2)-cHp                                         HCl salt                                                 1-1218                                                                            H   --                                                                              tBu      0 5-CH.sub.2 CH(OF.sup.1)(CH.sub.2)-cHp                                         Na salt                                                  1-1219                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OB.sup.2)-cHp                                           Na salt                                                  1-1220                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OB.sup.2)(CH.sub.2)-cHp                                 Na salt                                                  1-1221                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OB.sup.2)(CH.sub.2)-cHp            1-1222                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OB.sup.2)(CH.sub.2).sub.2                               -cHp                                                                          Na salt                                                  1-1223                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OB.sup.2)(CH.sub.2).sub.3                               -cHp                                                                          Na salt                                                  1-1224                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OB.sup.2)(CH.sub.2).sub.4                               -cHp                                                                          Na salt                                                  1-1225                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OB.sup.2)(CH.sub.2).sub.5                               -cHp                                                                          Na salt                                                  1-1226                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OE.sup.1)(CH.sub.2)-cHp                                 HCl salt                                                 1-1227                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OD.sup.1)(CH.sub.2).sub.2                               -cHp                                                                          Na salt                                                  1-1228                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OF.sup.1)(CH.sub.2).sub.2                               -cHp                                                                          Na salt                                                  1-1229                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.3 CH(OB.sup.2)(CH.sub.2)-cHp                                 Na salt                                                  1-1230                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.3 CH(OB.sup.2)(CH.sub.2).sub.2                               -cHp                                                                          Na salt                                                  1-1231                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.3 CH(OB.sup.2)(CH.sub.2).sub.3                               -cHp                                                                          Na salt                                                  1-1232                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.4 CH(OB.sup.2)-cHp                                           Na salt                                                  1-1233                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.4 CH(OB.sup.2)CH.sub.2 -cHp                                  Na salt                                                  1-1234                                                                            H   --                                                                              tBu      0 5-CH═CH--CH(OH)(CH.sub.2)-cHx                        1-1235                                                                            H   --                                                                              tBu      0 5-CH═CH--CH(OH)(CH.sub.2).sub.2 -cHp                 1-1236                                                                            H   --                                                                              tBu      0 5-CH═CH--CH(OH)(CH.sub.2).sub.3 -cPn                 1-1237                                                                            H   --                                                                              tBu      0 5-CH═CH--CH(OH)(CH.sub.2)-cHp                        1-1238                                                                            H   H tBu      1 5-CH═CH--CH(OH)(CH.sub.2)-cHx                        1-1239                                                                            H   H tBu      1 5-CH═CH--CH(OH)-cHx                                  1-1240                                                                            H   --                                                                              tBu      0 5-CH═CH--CH(OB.sup.2)(CH.sub.2)-cHx                                       Na salt                                                  1-1241                                                                            H   --                                                                              tBu      0 5-CH═CH--CH(OB.sup.2)(CH.sub.2)-cHp                                       Na salt                                                  1-1242                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OH)-cOc                            1-1243                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OH)-cBu                            1-1244                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OH)-cPr                            1-1245                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OH)-cBu                            1-1246                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OH)-cOc                                   1-1247                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OH)-cPr                                   1-1248                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OH)(CH.sub.2)-cPr                         1-1249                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OH)(CH.sub.2).sub.2 -cPr                  1-1250                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.3 CH(OH)(CH.sub.2)-cPr                  1-1251                                                                            H   --                                                                              tBu      0 5-CH(OH)(CH.sub.2)-cPr                                   1-1252                                                                            H   --                                                                              tBu      0 5-CH(OH)(CH.sub.2)-cOc                                   1-1253                                                                            H   --                                                                              tBu      0 5-CH(OH)(CH.sub.2).sub.2 -tBu                            1-1254                                                                            H   --                                                                              tBu      0 5-CH(OH)(CH.sub.2)-iPr                                   1-1255                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OH)-iPr                                   1-1256                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OH)(CH.sub.2).sub.5 -iPr                  1-1257                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OH)(CH.sub.2).sub.2 -iPr                  1-1258                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OH)(CH.sub.2)-iPr                  1-1259                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OH)(CH.sub.2).sub.2 -iPr           1-1260                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OH)(CH.sub.2).sub.4 CH.sub.3       1-1261                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OH)(CH.sub.2).sub.4 -tBu           1-1262                                                                            H   --                                                                              tBu      0 5-C(═O)(CH.sub.2).sub.5 -cHx                         1-1263                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 C(═O)CH.sub.2 -cHx                1-1264                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 C(═O)(CH.sub.2).sub.2 -cHx        1-1265                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)C(═O)(CH.sub.2).sub.2 -cHx               1-1266                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)C(═O)(CH.sub.2).sub.3 -cHx               1-1267                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)C(═O)(CH.sub.2).sub.4 -cHx               1-1268                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.4 C(═O)(CH.sub.2)-cHx               1-1269                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.3 C(═O)(CH.sub.2)-cHx               1-1270                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 C(═O)(CH.sub.2)-cHp               1-1271                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 C(═O)(CH.sub.2).sub.2 -cHp        1-1272                                                                            H   --                                                                              tBu      0 5-C(═O)-cHx                                          1-1273                                                                            H   --                                                                              tBu      0 5-C(═O)(CH.sub.2)-cPn                                1-1274                                                                            H   --                                                                              tBu      0 5-C(═O)(CH.sub.2).sub.2 -cHp                         1-1275                                                                            H   --                                                                              tBu      0 5-C(═O)(CH.sub.2).sub.3 -cHx                         1-1276                                                                            H   --                                                                              tBu      0 5-C(═O)(CH.sub.2).sub.4 -cPn                         1-1277                                                                            H   --                                                                              tBu      0 5-C(═O)(CH.sub.2).sub.5 -cHp                         1-1278                                                                            H   --                                                                              tBu      0 5-CH(OH)Ph                                               1-1279                                                                            H   --                                                                              tBu      0 t-CH(OH)(CH.sub.2)Ph                                     1-1280                                                                            H   --                                                                              tBu      0 5-CH(OH)(CH.sub.2).sub.2 Ph                              1-1281                                                                            H   --                                                                              tBu      0 5-CH(OH)(CH.sub.2).sub.3 Ph                              1-1282                                                                            H   --                                                                              tBu      0 5-CH(OH)(CH.sub.2).sub.4 Ph                              1-1283                                                                            H   --                                                                              tBu      0 5-CH(OH)(CH.sub.2).sub.5 Ph                              1-1284                                                                            H   --                                                                              tBu      0 5-CH(OH)(4-MePh)                                         1-1285                                                                            H   --                                                                              tBu      0 5-CH(OH)CH.sub.2 (2-MeOPh)                               1-1286                                                                            H   H tBu      1 5-CH(OH)(CH.sub.2).sub.2 (2-MePh)                        1-1287                                                                            H   H tBu      1 5-CH(OH)(CH.sub.2).sub.3 (3-ClPh)                        1-1288                                                                            H   H tBu      1 5-CH(OH)(CH.sub.2).sub.4 (2-BrPh)                        1-1289                                                                            H   H tBu      1 5-CH(OH)(CH.sub.2).sub.4 (2-MePh)                        1-1290                                                                            H   --                                                                              tBu      0 5-CH.sub.2 CH(OH)Ph                                      1-1291                                                                            H   --                                                                              tBu      0 5-CH.sub.2 CH(OH)CH.sub.2 Ph                             1-1292                                                                            H   --                                                                              tBu      0 5-CH.sub.2 CH(OH)(CH.sub.2).sub.3 Ph                     1-1293                                                                            H   --                                                                              tBu      0 5-CH.sub.2 CH(OH)(CH.sub.2).sub.4 Ph                     1-1294                                                                            H   --                                                                              tBu      0 5-CH.sub.2 CH(OH)(CH.sub.2).sub.5 Ph                     1-1295                                                                            H   --                                                                              tBu      0 5-CH.sub.2 CH(OH)(2-ClPh)                                1-1296                                                                            H   --                                                                              tBu      0 5-CH.sub.2 CH(OH)(CH.sub.2)(2-MePh)                      1-1297                                                                            H   H tBu      1 5-CH.sub.2 CH(OH)(CH.sub.2).sub.2 (4-MePh)               1-1298                                                                            H   H tBu      1 5-CH.sub.2 CH(OH)(CH.sub.2).sub.3 (4-ClPh)               1-1299                                                                            H   H tBu      1 5-CH.sub.2 CH(OH)(CH.sub.2).sub.4 (3-MePh)               1-1300                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OH)Ph                              1-1301                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OH)CH.sub.2 Ph                     1-1302                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OH)(CH.sub.2).sub.2 (2-FPh)        1-1303                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OH)(CH.sub.2).sub.3 Ph             1-1304                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OH)(CH.sub.2).sub.4 Ph             1-1305                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OH)(CH.sub.2)(4-MePh)              1-1306                                                                            H   H tBu      1 5-(CH.sub.2).sub.2 CH(OH)(CH.sub.2).sub.2 (4-MePh)       1-1307                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OH)(CH.sub.2).sub.3 (4-MeOPh)      1-1308                                                                            H   H tBu      1 5-(CH.sub.2).sub.2 CH(OH)(CH.sub.2).sub.4 (2-MeOPh)      1-1309                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.3 CH(OH)Ph                              1-1310                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.3 CH(OH)CH.sub.2 Ph                     1-1311                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.3 CH(OH)(CH.sub.2).sub.2 Ph             1-1312                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.3 CH(OH)(CH.sub.2).sub.3 (2-MePh)       1-1313                                                                            H   H tBu      1 5-(CH.sub.2).sub.3 CH(OH)(CH.sub.2)(2-MeOPh)             1-1314                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.4 CH(OH)Ph                              1-1315                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.4 CH(OH)CH.sub.2 (2-MePh)               1-1316                                                                            H   H tBu      1 5-(CH.sub.2).sub.4 CH(OH)(4-MePh)                        1-1317                                                                            H   --                                                                              tBu      0 5-CH═CH--CH(OH)Ph                                    1-1318                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OH)(CH.sub.2).sub.2 (4-FPh)        1-1319                                                                            H   --                                                                              tBu      0 5-CH═CH--CH(OH)(CH.sub.2).sub.2 (4-FPh)              1-1320                                                                            H   --                                                                              tBu      0 5-C(═O)Ph                                            1-1321                                                                            H   --                                                                              tBu      0 5-C(═O)CH.sub.2 Ph                                   1-1322                                                                            H   --                                                                              tBu      0 5-C(═O)(CH.sub.2).sub.2 Ph                           1-1323                                                                            H   --                                                                              tBu      0 5-C(═O)(CH.sub.2).sub.3 Ph                           1-1324                                                                            H   --                                                                              tBu      0 5-C(═O)(CH.sub.2).sub.4 Ph                           1-1325                                                                            H   --                                                                              tBu      0 5-C(═O)(CH.sub.2).sub.5 Ph                           1-1326                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 --CO--Ph                              1-1327                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 --CO--CH.sub.2 Ph                     1-1328                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.3 --CO--CH.sub.2 Ph                     1-1329                                                                            H   H tBu      1 5-(CH.sub.2).sub.2 --CO--CH.sub.2 Ph                     1-1330                                                                            H   H tBu      1 5-(CH.sub.2).sub.2 --CO--CH.sub.2 (2-MePh)               1-1331                                                                            H   --                                                                              tBu      0 5-CH(OB.sup.2)Ph Na salt                                 1-1332                                                                            H   --                                                                              tBu      0 5-CH(OB.sup.2)CH.sub.2 Ph Na salt                        1-1333                                                                            H   --                                                                              tBu      0 5-CH(OB.sup.2)(CH.sub.2)(4-MePh)                                              Na salt                                                  1-1334                                                                            H   --                                                                              tBu      0 5-CH(OB.sup.2)(CH.sub.2).sub.3 (4-MeOPh)                                      Na salt                                                  1-1335                                                                            H   --                                                                              tBu      0 5-CH(OE.sup.1)(CH.sub.2).sub.4 (4-MePh)                                       HCl salt                                                 1-1336                                                                            H   --                                                                              tBu      0 5-CH(OB.sup.2)(CH.sub.2).sub.5 Ph                                             Na salt                                                  1-1337                                                                            H   --                                                                              tBu      0 5-CH(OB.sup.2)(CH.sub.2).sub.5 Ph                        1-1338                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OB.sup.1)CH.sub.2 Ph                                           Na salt                                                  1-1339                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OD.sup.1)(CH.sub.2).sub.2 Ph                                   Na salt                                                  1-1340                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OE.sup.1)(CH.sub.2).sub.3 Ph                                   HCl salt                                                 1-1341                                                                            H   H tBu      1 5-(CH.sub.2)CH(OE.sup.1)(CH.sub.2).sub.4 Ph                                   Na salt                                                  1-1342                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OB.sup.2)Ph                                             Na salt                                                  1-1343                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OB.sup.2)CH.sub.2 Ph                                    Na salt                                                  1-1344                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OB.sup.2)(CH.sub.2).sub.2 Ph                            Na salt                                                  1-1345                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OB.sup.2)(CH.sub.2).sub.3 Ph                            Na salt                                                  1-1346                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OE.sup.1)CH.sub.2 Ph                                    HCl salt                                                 1-1347                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.3 CH(OE.sup.1)CH.sub.2 Ph                                    HCl salt                                                 1-1348                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.3 CH(OB.sup.2)Ph                                             Na salt                                                  1-1349                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.3 CH(OB.sup.2)CH.sub.2 (4-MePh)                              Na salt                                                  1-1350                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.3 CH(OB.sup.3)(CH.sub.2).sub.3                               (2-ClPh)                                                                      Na salt                                                  1-1351                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.3 CH(OB.sup.2)CH.sub.2 Ph                                    Na salt                                                  1-1352                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.4 CH(OB.sup.2)Ph                                             Na salt                                                  1-1353                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.4 CH(OB.sup.2)CH.sub.2 Ph                                    Na salt                                                  1-1354                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.5 CH(OD.sup.1)Ph                                             Na salt                                                  1-1355                                                                            H   --                                                                              iPr      0 6-CH(OH)-cHx                                             1-1356                                                                            H   --                                                                              Et       0 6-CH(OH)-cHx                                             1-1357                                                                            H   --                                                                              tBu      0 6-CH(OH)--CH.sub.2 -cHx                                  1-1358                                                                            H   --                                                                              iPr      0 6-CH(OH)--CH.sub.2 -cHx                                  1-1359                                                                            H   --                                                                              Et       0 6-CH(OH)--CH.sub.2 -cHx                                  1-1360                                                                            H   --                                                                              tBu      0 6-CH(OH)(CH.sub.2).sub.2 -cHx                            1-1361                                                                            H   --                                                                              tBu      0 6-CH(OH)(CH.sub.2).sub.2 -cHx                            1-1362                                                                            H   --                                                                              tBu      0 6-CH(OH)(CH.sub.2).sub.2 -cHx                            1-1363                                                                            H   --                                                                              tBu      0 6-CH(OH)(CH.sub.2).sub.3 -cHx                            1-1364                                                                            H   --                                                                              iPr      0 6-CH(OH)(CH.sub.2).sub.3 -cHx                            1-1365                                                                            H   --                                                                              Et       0 6-CH(OH)(CH.sub.2).sub.3 -cHx                            1-1366                                                                            H   --                                                                              tBu      0 6-CH(OH)(CH.sub.2).sub.4 -cHx                            1-1367                                                                            H   --                                                                              iPr      0 6-CH(OH)(CH.sub.2).sub.4 -cHx                            1-1368                                                                            H   --                                                                              Et       0 6-CH(OH)(CH.sub.2).sub.4 -cHx                            1-1369                                                                            H   --                                                                              tBu      0 6-CH(OH)(CH.sub.2).sub.5 -cHx                            1-1370                                                                            H   --                                                                              iPr      0 6-CH(OH)(CH.sub.2).sub.5 -cHx                            1-1371                                                                            H   --                                                                              Et       0 6-CH(OH)(CH.sub.2).sub.5 -cHx                            1-1372                                                                            H   H tBu      1 6-CH(OH)CH.sub.2 -cHx                                    1-1373                                                                            3-Br                                                                              H iPr      1 6-CH(OH)(CH.sub.2).sub.3 -cHx                            1-1374                                                                            H   H iPr      1 6-CH(OH)(CH.sub.2).sub.4 -cHx                            1-1375                                                                            H   H iPr      1 6-CH(OH)(CH.sub.2).sub.5 -cHx                            1-1376                                                                            2-MeO                                                                             H iPr      1 6-CH(OH)(CH.sub.2).sub.3 -cHx                            1-1377                                                                            H   --                                                                              iPr      0 6-CH.sub.2 CH(OH)-cHx                                    1-1378                                                                            H   --                                                                              tBu      0 6-CH.sub.2 CH(OH)(CH.sub.2)-cHx                          1-1379                                                                            H   --                                                                              tBu      0 6-CH.sub.2 CH(OH)(CH.sub.2).sub.2 -cHx                   1-1380                                                                            H   --                                                                              tBu      0 6-CH.sub.2 CH(OH)(CH.sub.2).sub.3 -cHx                   1-1381                                                                            H   --                                                                              tBu      0 6-CH.sub.2 CH(OH)(CH.sub.2).sub.4 -cHx                   1-1382                                                                            H   --                                                                              tBu      0 6-(CH.sub.2).sub.2 CH(OH)-cHx                            1-1383                                                                            H   --                                                                              tBu      0 6-(CH.sub.2).sub.2 CH(OH)(CH.sub.2)-cHx                  1-1384                                                                            H   H tBu      1 6-(CH.sub.2).sub.2 CH(OH)(CH.sub.2)-cHx                  1-1385                                                                            H   --                                                                              iPr      0 6-(CH.sub.2).sub.2 CH(OH)(CH.sub.2)-cHx                  1-1386                                                                            H   --                                                                              iPr      0 6-(CH.sub.2).sub.2 CH(OH)(CH.sub.2).sub.2 -cHx           1-1387                                                                            H   --                                                                              iPr      0 6-(CH.sub.2).sub.2 CH(OH)(CH.sub.2).sub.3 -cHx           1-1388                                                                            2-MeO                                                                             H iPr      1 6-(CH.sub.2).sub.2 CH(OH)(CH.sub.2).sub.4 -cHx           1-1389                                                                            H   --                                                                              tBu      0 6-(CH.sub.2).sub.3 CH(OH)-cHx                            1-1390                                                                            H   --                                                                              tBu      0 6-(CH.sub.2).sub.3 CH(OH)(CH.sub.2)-cHx                  1-1391                                                                            H   --                                                                              tBu      0 6-(CH.sub.2).sub.3 CH(OH)(CH.sub.2).sub.2 -cHx           1-1392                                                                            H   --                                                                              iPr      0 6-(CH.sub.2).sub.3 CH(OH)(CH.sub.2).sub.3 -cHx           1-1393                                                                            H   --                                                                              iPr      0 6-(CH.sub.2).sub.4 CH(OH)-cHx                            1-1394                                                                            H   H iPr      1 6-(CH.sub.2).sub.4 CH(OH)(CH.sub.2)-cHx                  1-1395                                                                            H   --                                                                              tBu      0 6-(CH.sub.2).sub.4 CH(OH)(CH.sub.2).sub.2 -cHx           1-1396                                                                            H   --                                                                              iPr      0 6-CH(OH)-cPn                                             1-1397                                                                            H   --                                                                              iPr      0 6-CH(OH)(CH.sub.2)-cHp                                   1-1398                                                                            H   H iPr      1 6-CH(OH)(CH.sub.2).sub.2 -cOc                            1-1399                                                                            H   --                                                                              tBu      0 6-CH(OH)(CH.sub.2).sub.3 -cPn                            1-1400                                                                            H   --                                                                              iPr      0 6-CH(OH)(CH.sub.2).sub.4 -cHp                            1-1401                                                                            H   --                                                                              iPr      0 6-CH(OH)(CH.sub.2).sub.5 -cPn                            1-1402                                                                            H   --                                                                              iPr      0 6-(CH.sub.2)CH(OH)-cHp                                   1-1403                                                                            H   --                                                                              iPr      0 6-(CH.sub.2)CH(OH)(CH.sub.2)-cPn                         1-1404                                                                            H   H iPr      1 6-(CH.sub.2)CH(OH)(CH.sub.2).sub.2 -cOc                  1-1405                                                                            2-MeO                                                                             H iPr      1 6-(CH.sub.2)CH(OH)(CH.sub.2).sub.3 -cOc                  1-1406                                                                            2-Cl                                                                              H iPr      1 6-(CH.sub.2)CH(OH)(CH.sub.2).sub.4 -cPn                  1-1407                                                                            2-Br                                                                              H iPr      1 6-(CH.sub.2)CH(OH)-cPn                                   1-1408                                                                            H   --                                                                              iPr      0 6-(CH.sub.2).sub.2 CH(OH)(CH.sub.2)-cPn                  1-1409                                                                            H   --                                                                              iPr      0 6-(CH.sub.2).sub.2 CH(OH)(CH.sub.2)-cHp                  1-1410                                                                            H   --                                                                              iPr      0 6-(CH.sub.2).sub.2 CH(OH)(CH.sub.2).sub.3 -cHp           1-1411                                                                            H   --                                                                              iPr      0 6-(CH.sub.2).sub.2 CH(OH)(CH.sub.2).sub.4 -cHp           1-1412                                                                            H   --                                                                              iPr      0 6-(CH.sub.2).sub.2 CH(OH)(CH.sub.2).sub.5 -cPn           1-1413                                                                            H   --                                                                              iPr      0 6-(CH.sub.2).sub.3 CH(OH)-cPn                            1-1414                                                                            H   H iPr      1 6-(CH.sub.2).sub.3 CH(OH)(CH.sub.2)-cHp                  1-1415                                                                            H   --                                                                              iPr      0 6-(CH.sub.2).sub.3 CH(OH)(CH.sub.2).sub.2 -cPn           1-1416                                                                            H   --                                                                              iPr      0 6-(CH.sub.2).sub.4 CH(OH)-cPn                            1-1417                                                                            2-Cl                                                                              --                                                                              iPr      0 6-(CH.sub.2).sub.4 CH(OH)(CH.sub.2)-cHp                  1-1418                                                                            H   --                                                                              iPr      0 6-C(═O)-cHx                                          1-1419                                                                            H   --                                                                              iPr      0 6-C(═O)(CH.sub.2)-cHp                                1-1420                                                                            H   --                                                                              tBu      0 6-C(═O)(CH.sub.2).sub.2 -cPn                         1-1421                                                                            H   --                                                                              tBu      0 6-C(═O)(CH.sub.2).sub.3 -cHx                         1-1422                                                                            H   --                                                                              iPr      0 6-C(═O)(CH.sub.2).sub.4 -cHx                         1-1423                                                                            H   --                                                                              tBu      0 6-C(═O)(CH.sub.2).sub.5 -cHx                         1-1424                                                                            H   --                                                                              iPr      0 6-CH═CH--CH(OH)-cHx                                  1-1425                                                                            H   --                                                                              iPr      0 6-CH═CH--CH(OH)(CH.sub.2)-cHp                        1-1426                                                                            H   --                                                                              iPr      0 6-CH═CH--CH(OH)--(CH.sub.2).sub.2 -cHx               1-1427                                                                            H   --                                                                              iPr      0 6-CH═CH--CH(OH)--(CH.sub.2).sub.3 -cHp               1-1428                                                                            H   --                                                                              iPr      0 6-CH═CH--CH(OH)--(CH.sub.2).sub.4 -cHx               1-1429                                                                            H   --                                                                              iPr      0 6-CH(OH)(CH.sub.2)-iPr                                   1-1430                                                                            H   --                                                                              iPr      0 6-CH(OH)(CH.sub.2).sub.2 -tBu                            1-1431                                                                            H   --                                                                              iPr      0 6-CH(OH)(CH.sub.2).sub.3 -iPr                            1-1432                                                                            H   --                                                                              iPr      0 6-CH(OH)(CH.sub.2).sub.4 -iPr                            1-1433                                                                            H   --                                                                              iPr      0 6-CH(OH)(CH.sub.2).sub.5 -iPr                            1-1434                                                                            H   --                                                                              Et       0 6-CH(OH)Et                                               1-1435                                                                            H   --                                                                              CH.sub.3 0 6-(CH.sub.2).sub.2 CH(OH)CH.sub.3                        1-1436                                                                            H   --                                                                              CH.sub.3 0 6-(CH.sub.2).sub.2 C(═O)CH.sub.3                     1-1437                                                                            H   --                                                                              CH.sub.3 0 6-(CH.sub.2).sub.2 C(═O)Ph                           1-1438                                                                            H   --                                                                              CH.sub.3 0 6-(CH.sub.2).sub.2 CH(OH)Ph                              1-1439                                                                            H   --                                                                              CH.sub.3 0 6-(CH.sub.2).sub.2 C(═O)Ph                           1-1440                                                                            H   --                                                                              Et       0 6-(CH.sub.2).sub.2 CH(OH)Ph                              1-1441                                                                            H   --                                                                              Et       0 6-CH(OH)(CH.sub.2).sub.2 Ph                              1-1442                                                                            H   --                                                                              S-tBu    0 6-(CH.sub.2).sub.2 CH(OH)Ph                              1-1443                                                                            H   --                                                                              MeOCH.sub.2                                                                            0 6-CH═CH--CH(OH)Ph                                    1-1444                                                                            H   --                                                                              MeOCH.sub.2                                                                            0 6-(CH.sub.2).sub.2 CH(OH)Ph                              1-1445                                                                            H   --                                                                              Et       0 6-(CH.sub.2).sub.2 C(═O)(CH.sub.2).sub.3 Ph          1-1446                                                                            H   --                                                                              Et       0 6-(CH.sub.2).sub.2 CH(OH)(CH.sub.2).sub.3 Ph             1-1447                                                                            H   --                                                                              Et       0 6-CH═CH--C(═O)(CH.sub.2).sub.3 Ph                1-1448                                                                            H   --                                                                              MeOCMe.sub.2                                                                           0 6-CH(OH)(CH.sub.2)-cHx                                   1-1449                                                                            H   --                                                                              MeOCMe.sub.2                                                                           0 6-CH(OH)(CH.sub.2).sub.2 -Hp                             1-1450                                                                            H   --                                                                              MeOCMe.sub.2                                                                           0 6-CH(OH)(CH.sub.2).sub.3 -cPn                            1-1451                                                                            H   --                                                                              MeOCMe.sub.2                                                                           0 6-CH(OH)(CH.sub.2).sub.4 -cHp                            1-1452                                                                            H   H MeOCMe.sub.2                                                                           1 6-CH(OH)(CH.sub.2).sub.5 -cOc                            1-1453                                                                            H   --                                                                              MeOCMe.sub.2                                                                           0 6-(CH.sub.2).sub.2 CH(OH)(CH.sub.2)-cHx                  1-1454                                                                            H   --                                                                              MeOCMe.sub.2                                                                           0 6-(CH.sub.2).sub.2 CH(OH)-cHx                            1-1455                                                                            H   --                                                                              SPh      0 6-CH(OH)CH.sub.2 -cHx                                    1-1456                                                                            H   --                                                                              SPh      0 6-CH(OH)(CH.sub.2).sub.2 -cHx                            1-1457                                                                            H   --                                                                              S-(2-ClPh)                                                                             0 6-CH(OH)(CH.sub.2).sub.3 -cHx                            1-1458                                                                            H   --                                                                              S-(2-BrPh)                                                                             0 6-(CH.sub.2).sub.2 CH(OH)CH.sub.2 -cHx                   1-1459                                                                            H   --                                                                              S-(2-MePh)                                                                             0 6-(CH.sub.2).sub.2 CH(OH)(CH.sub.2).sub.2 -cHx           1-1460                                                                            H   --                                                                              iPr      0 6-CH(OB.sup.2)-cHx Na salt                               1-1461                                                                            H   --                                                                              tBu      0 6-CH(OB.sup.2)(CH.sub.2)-cHx                                                  Na salt                                                  1-1462                                                                            H   --                                                                              iPr      0 6-CH(OB.sup.2)(CH.sub.2).sub.2 -cHx                                           Na salt                                                  1-1463                                                                            H   --                                                                              iPr      0 6-CH(OB.sup.2)(CH.sub.2).sub.3 -cHx                                           Na salt                                                  1-1464                                                                            H   --                                                                              iPr      0 6-CH(OD.sup.1)(CH.sub.2).sub.4 -cHx                                           Na salt                                                  1-1465                                                                            H   --                                                                              iPr      0 6-CH(OE.sup.1)(CH.sub.2).sub.5 -cHx                                           Na salt                                                  1-1466                                                                            H   --                                                                              iPr      0 6-(CH.sub.2).sub.2 CH(OB.sup.2)-cHx                                           HCl salt                                                 1-1467                                                                            H   --                                                                              iPr      0 6-(CH.sub.2).sub.2 CH(OB.sup.2)(CH.sub.2)-cHp                                 Na salt                                                  1-1468                                                                            H   --                                                                              iPr      0 6-(CH.sub.2).sub.2 CH(OB.sup.2)(CH.sub.2).sub.2                               -cHp                                                                          Na salt                                                  1-1469                                                                            H   --                                                                              iPr      0 6-(CH.sub.2).sub.2 CH(OB.sup.2)(CH.sub.2).sub.3                               -cHp                                                                          Na salt                                                  1-1470                                                                            H   --                                                                              iPr      0 6-(CH.sub.2).sub.2 CH(OB.sup.2)(CH.sub.2).sub.4                               -cHx                                                                          Na salt                                                  1-1471                                                                            H   --                                                                              iPr      0 6-(CH.sub.2).sub.3 CH(OB.sup.2)(CH.sub.2)-cHx                                 Na salt                                                  1-1472                                                                            H   --                                                                              iPr      0 6-(CH.sub.2).sub.3 CH(OB.sup.2)(CH.sub.2).sub.2                               -cHx                                                                          Na salt                                                  1-1473                                                                            H   --                                                                              iPr      0 6-(CH.sub.2).sub.4 CH(OE.sup.1)(CH.sub.2)-cHx                                 HCl salt                                                 1-1474                                                                            H   --                                                                              SCH.sub.3                                                                              0 6-CH.sub.2 (CH.sub.2).sub.3 -Imd                                              HCl salt                                                 1-1475                                                                            H   --                                                                              SCH.sub.3                                                                              0 6-CH.sub.2 O(CH.sub.2).sub.3 -Imd                        1-1476                                                                            H   --                                                                              SCH.sub.3                                                                              0 5-CH.sub.2 O(CH.sub.2).sub.3 Imd                                              HCl salt                                                 1-1477                                                                            H   --                                                                              SCH.sub.3                                                                              0 5-CH.sub.2 O(CH.sub.2).sub.3 Imd                         1-1478                                                                            H   --                                                                              SCH.sub.3                                                                              0 5-O(CH.sub.2).sub.3 Imd HCl salt                         1-1479                                                                            H   --                                                                              SCH.sub.3                                                                              0 5-O(CH.sub.2).sub.3 Imd                                  1-1480                                                                            H   --                                                                              tBu      0 6-CH.sub.2 O(CH.sub.2).sub.3 Imd                                              HCl salt                                                 1-1481                                                                            H   --                                                                              iPr      0 6-CH.sub.2 O(CH.sub.2).sub.3 Imd                                              HCl salt                                                 1-1482                                                                            H   H tBu      1 6-CH.sub.2 O(CH.sub.2).sub.3 Imd                                              HCl salt                                                 1-1483                                                                            H   H tBu      1 6-CH.sub.2 O(CH.sub.2).sub.3 Imd                                              HCl salt                                                 1-1484                                                                            H   --                                                                              tBu      0 6-CH.sub.2 O(CH.sub.2).sub.2 Imd                                              HCl salt                                                 1-1485                                                                            H   --                                                                              tBu      0 6-CH.sub.2 O(CH.sub.2).sub.4 Imd                                              HCl salt                                                 1-1486                                                                            H   --                                                                              iPr      0 6-CH.sub.2 O(CH.sub.2).sub.4 Imd                                              HCl salt                                                 1-1487                                                                            H   --                                                                              iPr      0 6-CH.sub.2 O(CH.sub.2).sub.5 Imd                                              HCl salt                                                 1-1488                                                                            H   --                                                                              iPr      0 6-CH.sub.2 O(CH.sub.2).sub.5 Imd                                              HCl salt                                                 1-1489                                                                            H   --                                                                              iPr      0 6-CH.sub.2 O(CH.sub.2).sub.3 -(4-Ph-5-Et-Imd)            1-1490                                                                            H   --                                                                              iPr      0 6-CH.sub.2 O(CH.sub.2).sub.3 -(4-Ph-5-Et-Imd)                                 HCl salt                                                 1-1491                                                                            H   H iPr      1 6-CH.sub.2 O(CH.sub.2).sub.3 -(4-Ph-5-Et-Imd)                                 HCl salt                                                 1-1492                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 C(═O)(CH.sub.2)--SO.sub.2                              cHx                                                      1-1493                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 C(═O)(CH.sub.2).sub.2                                  --SO.sub.2 cHx                                           1-1494                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)C(═O)(CH.sub.2)--SO.sub.2 cHx            1-1495                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)C(═O)(CH.sub.2).sub.2 --SO.sub.2                              cHx                                                      1-1496                                                                            H   --                                                                              tBu      0 5-C(═O)(CH.sub.2)--SO.sub.2 cHx                      1-1497                                                                            H   --                                                                              tBu      0 5-C(═O)(CH.sub.2).sub.2 --SO.sub.2 cHx               1-1498                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 C(═O)(CH.sub.2)--SO.sub.2                              (CH.sub.2)cHx                                            1-1499                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 C(═O)(CH.sub.2).sub.2                                  --SO.sub.2 (CH.sub.2)cHx                                 1-1500                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)C(═O)(CH.sub.2)--SO.sub.2 (CH.sub.2)c                         x                                                        1-1501                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)C(═O)(CH.sub.2).sub.2 --SO.sub.2                              (CH.sub.2)cHx                                            1-1502                                                                            H   --                                                                              tBu      0 5-C(═O)(CH.sub.2)--SO.sub.2 (CH.sub.2)cHx            1-1503                                                                            H   --                                                                              tBu      0 5-C(═O)(CH.sub.2).sub.2 --SO.sub.2 (CH.sub.2)cHx                          1                                                        1-1504                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 C(═O)(CH.sub.2)--SO.sub.2                              (CH.sub.2).sub.2 cHx                                     1-1505                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 C(═O)(CH.sub.2).sub.2                                  --SO.sub.2 (CH.sub.2).sub.2 cHx                          1-1506                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)C(═O)(CH.sub.2)--SO.sub.2 (CH.sub.2).                         sub.2 cHx                                                1-1507                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)C(═O)(CH.sub.2).sub.2 --SO.sub.2                              (CH.sub.2).sub.2 cHx                                     1-1508                                                                            H   --                                                                              tBu      0 5-C(═O)(CH.sub.2)--SO.sub.2 (CH.sub.2).sub.2                              cHx                                                      1-1509                                                                            H   --                                                                              tBu      0 5-C(═O)(CH.sub.2).sub.2 --SO.sub.2 (CH.sub.2).sub                         .2 cHx                                                   1-1510                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 C(═O)(CH.sub.2)--SO.sub.2                              (CH.sub.2).sub.3 cHx                                     1-1511                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 C(═O)(CH.sub.2).sub.2                                  --SO.sub.2 (CH.sub.2).sub.3 cHx                          1-1512                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)C(═O)(CH.sub.2)--SO.sub.2 (CH.sub.2).                         sub.3 cHx                                                1-1513                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)C(═O)(CH.sub.2).sub.2 --SO.sub.2                              (CH.sub.2).sub.3 cHx                                     1-1514                                                                            H   --                                                                              tBu      0 5-C(═O)(CH.sub.2)--SO.sub.2 (CH.sub.2).sub.3                              cHx                                                      1-1515                                                                            H   --                                                                              tBu      0 5-C(═O)(CH.sub.2).sub.2 --SO.sub.2 (CH.sub.2).sub                         .3 cHx                                                   1-1516                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OH)(CH.sub.2)--SO.sub.2 cHx        1-1517                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OH)(CH.sub.2).sub.2 --SO.sub.2                          cHx                                                      1-1518                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OH)(CH.sub.2)--SO.sub.2 cHx               1-1519                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OH)(CH.sub.2).sub.2 --SO.sub.2 cHx        1-1520                                                                            H   --                                                                              tBu      0 5-CH(OH)(CH.sub.2)--SO.sub.2 cHx                         1-1521                                                                            H   --                                                                              tBu      0 5-CH(OH)(CH.sub.2).sub.2 --SO.sub.2 cHx                  1-1522                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OH)(CH.sub.2)--SO.sub.2                                 (CH.sub.2)cHx                                            1-1523                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OH)(CH.sub.2).sub.2 --SO.sub.2                          (CH.sub.2)cHx                                            1-1524                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OH)(CH.sub.2).sub.2 --ScHx         1-1525                                                                            H   --                                                                              tBu      0 6-(CH.sub.2).sub.2 CH(OH)(CH.sub.2).sub.2 --ScHx         1-1526                                                                            H   --                                                                              tBu      0 6-(CH.sub.2).sub.2 CH(OH)(CH.sub.2).sub.2 --SO.sub.2                          cHx                                                      1-1527                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OE.sup.5)(CH.sub.2).sub.2                               --ScHx                                                   1-1528                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OB.sup.2)(CH.sub.2).sub.2                               --SO.sub.2 cHx                                                                Na salt                                                  1-1529                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OB.sup.10)(CH.sub.2).sub.2                              --Scx                                                                         Na salt                                                  1-1530                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OH)(CH.sub.2).sub.2 --SO.sub.2                          Ph                                                       1-1531                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OH)(CH.sub.2)--SO.sub.2 (CH.sub.2)cHx     1-1532                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OH)(CH.sub.2).sub.2 --SO.sub.2                                 (CH.sub.2)cHx                                            1-1533                                                                            H   --                                                                              tBu      0 5-CH(OH)(CH.sub.2)--SO.sub.2 (CH.sub.2)cHx               1-1534                                                                            H   --                                                                              tBu      0 5-CH(OH)(CH.sub.2).sub.2 --SO.sub.2 (CH.sub.2)cHx        1-1535                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OH)(CH.sub.2)--SO.sub.2                                 (CH.sub.2).sub.2 cHx                                     1-1536                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OH)(CH.sub.2).sub.2 --SO.sub.2                          (CH.sub.2).sub.2 cHx                                     1-1537                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OH)(CH.sub.2)--SO.sub.2 (CH.sub.2).sub                         .2 cHx                                                   1-1538                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OH)(CH.sub.2).sub.2 --SO.sub.2                                 (CH.sub.2).sub.2 cHx                                     1-1539                                                                            H   --                                                                              tBu      0 5-CH(OH)(CH.sub.2)--SO.sub.2 (CH.sub.2).sub.2 cHx        1-1540                                                                            H   --                                                                              tBu      0 5-CH(OH)(CH.sub.2).sub.2 --SO.sub.2 (CH.sub.2).sub.2                          cHx                                                      1-1541                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OH)(CH.sub.2)--SO.sub.2                                 (CH.sub.2).sub.3 cHx                                     1-1542                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OH)(CH.sub.2).sub.2 --SO.sub.2                          (CH.sub.2).sub.3 cHx                                     1-1543                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OH)(CH.sub.2)--SO.sub.2 (CH.sub.2).sub                         .3 cHx                                                   1-1544                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OH)(CH.sub.2).sub.2 --SO.sub.2                                 (CH.sub.2).sub.3 cHx                                     1-1545                                                                            H   --                                                                              tBu      0 5-CH(OH)(CH.sub.2)--SO.sub.2 (CH.sub.2).sub.3 cHx        1-1546                                                                            H   --                                                                              tBu      0 5-CH(OH)(CH.sub.2).sub.2 --SO.sub.2 (CH.sub.2).sub.3                          cHx                                                      1-1547                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OB.sub.z)(CH.sub.2)-cHx            1-1548                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OA.sub.sp)(CH.sub.2)-cHx                                HCl                                                      1-1549                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OLys)(CH.sub.2)-cHx                                     2HCl                                                     1-1550                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OGlu)(CH.sub.2)-cHx                                     HCl                                                      1-1551                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OB.sup.4)(CH.sub.2)-cHx            1-1552                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OB.sup.4)(CH.sub.2)-cHx                                 Na salt                                                  1-1553                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OB.sup.5)(CH.sub.2)-cHx            1-1554                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OB.sup.5)(CH.sub.2)-cHx                                 Na salt                                                  1-1555                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OB.sup.6)(CH.sub.2)-cHx            1-1556                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OB.sup.6)(CH.sub.2)-cHx                                 Na salt                                                  1-1557                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OE.sup.4)(CH.sub.2)-cHx            1-1558                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OB.sup.7)(CH.sub.2)-cHx            1-1559                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OB.sup.7)(CH.sub.2)-cHx                                 Na salt                                                  1-1560                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OB.sup.8)(CH.sub.2)-cHx            1-1561                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OB.sup.8)(CH.sub.2)-cHx                                 Na salt                                                  1-1562                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OB.sup.9)(CH.sub.2)-cHx            1-1563                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OB.sup.9)(CH.sub.2)-cHx                                 Na salt                                                  1-1564                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OT)(CH.sub.2)-cHx                  1-1565                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OE.sup.5)(CH.sub.2)-cHx                                 HCl                                                      1-1566                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OB.sup.10)(CH.sub.2)-cHx           1-1567                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OB.sup.10)(CH.sub.2)-cHx                                Na salt                                                  1-1568                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OB.sup.11)(CH.sub.2)-cHx           1-1569                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OB.sup.11)(CH.sub.2)-cHx                                Na salt                                                  1-1570                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OB.sup.12)(CH.sub.2)-cHx           1-1571                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OB.sup.12)(CH.sub.2)-cHx                                Na salt                                                  1-1572                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OCONH2)(CH.sub.2)-cHx              1-1573                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OB.sup.13 )(CH.sub.2)-cHx          1-1574                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OB.sup.13 )(CH.sub.2)-cHx                               Na salt                                                  1-1575                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OB.sup.10 )(CH.sub.2)-cHx          1-1576                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OB.sup.10 )(CH.sub.2)-cHx                               Na salt                                                  1-1577                                                                            H   --                                                                              tBu      0 5-CH(OBz)-cHx                                            1-1578                                                                            H   --                                                                              tBu      0 5-CH(OAsp)-cHx                                                                HCl                                                      1-1579                                                                            H   --                                                                              tBu      0 5-CH(OLys)-cHx                                                                2HCl                                                     1-1580                                                                            H   --                                                                              tBu      0 5-CH(OGlu)-cHx                                                                HCl                                                      1-1581                                                                            H   --                                                                              tBu      0 5-CH(OB.sup.4)-cHx                                       1-1582                                                                            H   --                                                                              tBu      0 5-CH(OB.sup.4)-cHx                                                            Na salt                                                  1-1583                                                                            H   --                                                                              tBu      0 5-CH(OB.sup.5)-cHx                                       1-1584                                                                            H   --                                                                              tBu      0 5-CH(OB.sup.5)-cHx                                                            Na salt                                                  1-1585                                                                            H   --                                                                              tBu      0 5-CH(OB.sup.6)-cHx                                       1-1586                                                                            H   --                                                                              tBu      0 5-CH(OB.sup.6)-cHx                                                            Na salt                                                  1-1587                                                                            H   --                                                                              tBu      0 5-CH(OE.sup.4)-cHx                                       1-1588                                                                            H   --                                                                              tBu      0 5-CH(OB.sup.7)-cHx                                       1-1589                                                                            H   --                                                                              tBu      0 5-CH(OB.sup.7)-cHx                                                            Na salt                                                  1-1590                                                                            H   --                                                                              tBu      0 5-CH(OB.sup.8)-cHx                                       1-1591                                                                            H   --                                                                              tBu      0 5-CH(OB.sup.8)-cHx                                                            Na salt                                                  1-1592                                                                            H   --                                                                              tBu      0 5-CH(OB.sup.9)-cHx                                       1-1593                                                                            H   --                                                                              tBu      0 5-CH(OB.sup.9)-cHx                                                            Na salt                                                  1-1594                                                                            H   --                                                                              tBu      0 5-CH(OT)-cHx                                             1-1595                                                                            H   --                                                                              tBu      0 5-CH(OE.sup.5)-cHx                                                            HCl                                                      1-1596                                                                            H   --                                                                              tBu      0 5-CH(OB.sup.10)-cHx                                      1-1597                                                                            H   --                                                                              tBu      0 5-CH(OB.sup.10)-cHx                                                           Na salt                                                  1-1598                                                                            H   --                                                                              tBu      0 5-CH(OB.sup.11)-cHx                                      1-1599                                                                            H   --                                                                              tBu      0 5-CH(OB.sup.11)-cHx                                                           Na salt                                                  1-1600                                                                            H   --                                                                              tBu      0 5-CH(OB.sup.12)-cHx                                      1-1601                                                                            H   --                                                                              tBu      0 5-CH(OB.sup.12)-cHx                                                           Na salt                                                  1-1602                                                                            H   --                                                                              tBu      0 5-CH(OCONH.sub.2)-cHx                                    1-1603                                                                            H   --                                                                              tBu      0 5-CH(OB.sup.13 )-cHx                                     1-1604                                                                            H   --                                                                              tBu      0 5-CH(OB.sup.13 )-cHx                                                          Na salt                                                  1-1605                                                                            H   --                                                                              tBu      0 5-CH(OBz)(CH.sub.2)-cHx                                  1-1606                                                                            H   --                                                                              tBu      0 5-CH(OAsp)(CH.sub.2)-cHx                                                      HCl                                                      1-1607                                                                            H   --                                                                              tBu      0 5-CH(OLys)(CH.sub.2)-cHx                                                      2HCl                                                     1-1608                                                                            H   --                                                                              tBu      0 5-CH(OGlu)(CH.sub.2)-cHx                                                      HCl                                                      1-1609                                                                            H   --                                                                              tBu      0 5-CH(OB.sup.4)(CH.sub.2)-cHx                             1-1610                                                                            H   --                                                                              tBu      0 5-CH(OB.sup.4)(CH.sub.2)-cHx                                                  Na salt                                                  1-1611                                                                            H   --                                                                              tBu      0 5-CH(OB.sup.5)(CH.sub.2)-cHx                             1-1612                                                                            H   --                                                                              tBu      0 5-CH(OB.sup.5)(CH.sub.2)-cHx                                                  Na salt                                                  1-1613                                                                            H   --                                                                              tBu      0 5-CH(OB.sup.6)(CH.sub.2)-cHx                             1-1614                                                                            H   --                                                                              tBu      0 5-CH(OB.sup.6)(CH.sub.2)-cHx                                                  Na salt                                                  1-1615                                                                            H   --                                                                              tBu      0 5-CH(OE.sup.4)(CH.sub.2)-cHx                             1-1616                                                                            H   --                                                                              tBu      0 5-CH(OB.sup.7)(CH.sub.2)-cHx                             1-1617                                                                            H   --                                                                              tBu      0 5-CH(OB.sup.7)(CH.sub.2)-cHx                                                  Na salt                                                  1-1618                                                                            H   --                                                                              tBu      0 5-CH(OB.sup.8)(CH.sub.2)-cHx                             1-1619                                                                            H   --                                                                              tBu      0 5-CH(OB.sup.8)(CH.sub.2)-cHx                                                  Na salt                                                  1-1620                                                                            H   --                                                                              tBu      0 5-CH(OB.sup.9)(CH.sub.2)-cHx                             1-1621                                                                            H   --                                                                              tBu      0 5-CH(OB.sup.9)(CH.sub.2)-cHx                                                  Na salt                                                  1-1622                                                                            H   --                                                                              tBu      0 5-CH(OT)(CH.sub.2)-cHx                                   1-1623                                                                            H   --                                                                              tBu      0 5-CH(OE.sup.5)(CH.sub.2)-cHx                                                  HCl                                                      1-1624                                                                            H   --                                                                              tBu      0 5-CH(OB.sup.10)(CH.sub.2)-cHx                            1-1625                                                                            H   --                                                                              tBu      0 5-CH(OB.sup.10)(CH.sub.2)-cHx                                                 Na salt                                                  1-1626                                                                            H   --                                                                              tBu      0 5-CH(OB.sup.11)(CH.sub.2)-cHx                            1-1627                                                                            H   --                                                                              tBu      0 5-CH(OB.sup.11)(CH.sub.2)-cHx                                                 Na salt                                                  1-1628                                                                            H   --                                                                              tBu      0 5-CH(OB.sup.12)(CH.sub.2)-cHx                            1-1629                                                                            H   --                                                                              tBu      0 5-CH(OB.sup.12)(CH.sub.2)-cHx                                                 Na salt                                                  1-1630                                                                            H   --                                                                              tBu      0 5-CH(OCONH.sub.2)(CH.sub.2)-cHx                          1-1631                                                                            H   --                                                                              tBu      0 5-CH(OB.sup.13)(CH.sub.2)-cHx                            1-1632                                                                            H   --                                                                              tBu      0 5-CH(OB.sup.13)(CH.sub.2)-cHx                                                 Na salt                                                  1-1633                                                                            H   --                                                                              tBu      0 5-CH(OBz)(CH.sub.2).sub.2 -cHx                           1-1634                                                                            H   --                                                                              tBu      0 5-CH(OAsp)(CH.sub.2).sub.2 -cHx                                               HCl                                                      1-1635                                                                            H   --                                                                              tBu      0 5-CH(OLys)(CH.sub.2).sub.2 -cHx                                               2HCl                                                     1-1636                                                                            H   --                                                                              tBu      0 5-CH(OGlu)(CH.sub.2).sub.2 -cHx                                               HCl                                                      1-1637                                                                            H   --                                                                              tBu      0 5-CH(OB.sup.4)(CH.sub.2).sub.2 -cHx                      1-1638                                                                            H   --                                                                              tBu      0 5-CH(OB.sup.4)(CH.sub.2).sub.2 -cHx                                           Na salt                                                  1-1639                                                                            H   --                                                                              tBu      0 5-CH(OB.sup.5)(CH.sub.2).sub.2 -cHx                      1-1640                                                                            H   --                                                                              tBu      0 5-CH(OB.sup.5)(CH.sub.2).sub.2 -cHx                                           Na salt                                                  1-1641                                                                            H   --                                                                              tBu      0 5-CH(OB.sup.6)(CH.sub.2).sub.2 -cHx                      1-1642                                                                            H   --                                                                              tBu      0 5-CH(OB.sup.6)(CH.sub.2).sub.2 -cHx                                           Na salt                                                  1-1643                                                                            H   --                                                                              tBu      0 5-CH(OE.sup.4)(CH.sub.2).sub.2 -cHx                      1-1644                                                                            H   --                                                                              tBu      0 5-CH(OB.sup.7)(CH.sub.2).sub.2 -cHx                      1-1645                                                                            H   --                                                                              tBu      0 5-CH(OB.sup.7)(CH.sub.2).sub.2 -cHx                                           Na salt                                                  1-1646                                                                            H   --                                                                              tBu      0 5-CH(OB.sup.8)(CH.sub.2).sub.2 -cHx                      1-1647                                                                            H   --                                                                              tBu      0 5-CH(OB.sup.8)(CH.sub.2).sub.2 -cHx                                           Na salt                                                  1-1648                                                                            H   --                                                                              tBu      0 5-CH(OB.sup.9)(CH.sub.2).sub.2 -cHx                      1-1649                                                                            H   --                                                                              tBu      0 5-CH(OB.sup.9)(CH.sub.2).sub.2 -cHx                                           Na salt                                                  1-1650                                                                            H   --                                                                              tBu      0 5-CH(OT)(CH.sub.2).sub.2 -cHx                            1-1651                                                                            H   --                                                                              tBu      0 5-CH(OE.sup.5)(CH.sub.2).sub.2 -cHx                                           HCl                                                      1-1652                                                                            H   --                                                                              tBu      0 5-CH(OB.sup.10)(CH.sub.2).sub.2 -cHx                     1-1653                                                                            H   --                                                                              tBu      0 5-CH(OB.sup.10)(CH.sub.2).sub.2 -cHx                                          Na salt                                                  1-1654                                                                            H   --                                                                              tBu      0 5-CH(OB.sup.11)(CH.sub.2).sub.2 -cHx                     1-1655                                                                            H   --                                                                              tBu      0 5-CH(OB.sup.11)(CH.sub.2).sub.2 -cHx                                          Na salt                                                  1-1656                                                                            H   --                                                                              tBu      0 5-CH(OB.sup.12)(CH.sub.2).sub.2 -cHx                     1-1657                                                                            H   --                                                                              tBu      0 5-CH(OB.sup.12)(CH.sub.2).sub.2 -cHx                                          Na salt                                                  1-1658                                                                            H   --                                                                              tBu      0 5-CH(OCONH.sub.2)(CH.sub.2).sub.2 -cHx                   1-1659                                                                            H   --                                                                              tBu      0 5-CH(OB.sup.13)(CH.sub.2).sub.2 -cHx                     1-1660                                                                            H   --                                                                              tBu      0 5-CH(OB.sup.13)(CH.sub.2).sub.2 -cHx                                          Na salt                                                  1-1661                                                                            H   --                                                                              tBu      0 5-CH(OBz)(CH.sub.2).sub.3 -cHx                           1-1662                                                                            H   --                                                                              tBu      0 5-CH(OAsp)(CH.sub.2).sub.3 -cHx                                               HCl                                                      1-1663                                                                            H   --                                                                              tBu      0 5-CH(OLys)(CH.sub.2).sub.3 -cHx                                               2HCl                                                     1-1664                                                                            H   --                                                                              tBu      0 5-CH(OGlu)(CH.sub.2).sub.3 -cHx                                               HCl                                                      1-1665                                                                            H   --                                                                              tBu      0 5-CH(OB.sup.4)(CH.sub.2).sub.3 -cHx                      1-1666                                                                            H   --                                                                              tBu      0 5-CH(OB.sup.4)(CH.sub.2).sub.3 -cHx                                           Na salt                                                  1-1667                                                                            H   --                                                                              tBu      0 5-CH(OB.sup.5)(CH.sub.2).sub.3 -cHx                      1-1668                                                                            H   --                                                                              tBu      0 5-CH(OB.sup.5)(CH.sub.2).sub.3 -cHx                                           Na salt                                                  1-1669                                                                            H   --                                                                              tBu      0 5-CH(OB.sup.6)(CH.sub.2).sub.3 -cHx                      1-1670                                                                            H   --                                                                              tBu      0 5-CH(OB.sup.6)(CH.sub.2).sub.3 -cHx                                           Na salt                                                  1-1671                                                                            H   --                                                                              tBu      0 5-CH(OE.sup.4)(CH.sub.2).sub.3 -cHx                      1-1672                                                                            H   --                                                                              tBu      0 5-CH(OB.sup.7)(CH.sub.2).sub.3 -cHx                      1-1673                                                                            H   --                                                                              tBu      0 5-CH(OB.sup.7)(CH.sub.2).sub.3 -cHx                                           Na salt                                                  1-1674                                                                            H   --                                                                              tBu      0 5-CH(OB.sup.8)(CH.sub.2).sub.3 -cHx                      1-1675                                                                            H   --                                                                              tBu      0 5-CH(OB.sup.8)(CH.sub.2).sub.3 -cHx                                           Na salt                                                  1-1676                                                                            H   --                                                                              tBu      0 5-CH(OB.sup.9)(CH.sub.2).sub.3 -cHx                      1-1677                                                                            H   --                                                                              tBu      0 5-CH(OB.sup.9)(CH.sub.2).sub.3 -cHx                                           Na salt                                                  1-1678                                                                            H   --                                                                              tBu      0 5-CH(OT)(CH.sub.2).sub.3 -cHx                            1-1679                                                                            H   --                                                                              tBu      0 5-CH(OE.sup.5)(CH.sub.2).sub.3 -cHx                                           HCl                                                      1-1680                                                                            H   --                                                                              tBu      0 5-CH(OB.sup.10)(CH.sub.2).sub.3 -cHx                     1-1681                                                                            H   --                                                                              tBu      0 5-CH(OB.sup.10)(CH.sub.2).sub.3 -cHx                                          Na salt                                                  1-1682                                                                            H   --                                                                              tBu      0 5-CH(OB.sup.11)(CH.sub.2).sub.3 -cHx                     1-1683                                                                            H   --                                                                              tBu      0 5-CH(OB.sup.11)(CH.sub.2).sub.3 -cHx                                          Na salt                                                  1-1684                                                                            H   --                                                                              tBu      0 5-CH(OB.sup.12)(CH.sub.2).sub.3 -cHx                     1-1685                                                                            H   --                                                                              tBu      0 5-CH(OB.sup.12)(CH.sub.2).sub.3 -cHx                                          Na salt                                                  1-1686                                                                            H   --                                                                              tBu      0 5-CH(OCONH.sub.2)(CH.sub.2).sub.3 -cHx                   1-1687                                                                            H   --                                                                              tBu      0 5-CH(OB.sup.13)(CH.sub.2).sub.3 -cHx                     1-1688                                                                            H   --                                                                              tBu      0 5-CH(OB.sup.13)(CH.sub.2).sub.3 -cHx                                          Na salt                                                  1-1689                                                                            H   --                                                                              tBu      0 5-CH(OBz)(CH.sub.2).sub.4 -cHx                           1-1690                                                                            H   --                                                                              tBu      0 5-CH(OAsp)(CH.sub.2).sub.4 -cHx                                               HCl                                                      1-1691                                                                            H   --                                                                              tBu      0 5-CH(OLys)(CH.sub.2).sub.4 -cHx                                               2HCl                                                     1-1692                                                                            H   --                                                                              tBu      0 5-CH(OGlu)(CH.sub.2).sub.4 -cHx                                               HCl                                                      1-1693                                                                            H   --                                                                              tBu      0 5-CH(OB.sup.4)(CH.sub.2).sub.4 -cHx                      1-1694                                                                            H   --                                                                              tBu      0 5-CH(OB.sup.4)(CH.sub.2).sub.4 -cHx                                           Na salt                                                  1-1695                                                                            H   --                                                                              tBu      0 5-CH(OB.sup.5)(CH.sub.2).sub.4 -cHx                      1-1696                                                                            H   --                                                                              tBu      0 5-CH(OB.sup.5)(CH.sub.2).sub.4 -cHx                                           Na salt                                                  1-1697                                                                            H   --                                                                              tBu      0 5-CH(OB.sup.6)(CH.sub.2).sub.4 -cHx                      1-1698                                                                            H   --                                                                              tBu      0 5-CH(OB.sup.6)(CH.sub.2).sub.4 -cHx                                           Na salt                                                  1-1699                                                                            H   --                                                                              tBu      0 5-CH(OE.sup.4)(CH.sub.2).sub.4 -cHx                      1-1700                                                                            H   --                                                                              tBu      0 5-CH(OB.sup.7)(CH.sub.2).sub.4 -cHx                      1-1701                                                                            H   --                                                                              tBu      0 5-CH(OB.sup.7)(CH.sub.2).sub.4 -cHx                                           Na salt                                                  1-1702                                                                            H   --                                                                              tBu      0 5-CH(OB.sup.8)(CH.sub.2).sub.4 -cHx                      1-1703                                                                            H   --                                                                              tBu      0 5-CH(OB.sup.8)(CH.sub.2).sub.4 -cHx                                           Na salt                                                  1-1704                                                                            H   --                                                                              tBu      0 5-CH(OB.sup.9)(CH.sub.2).sub.4 -cHx                      1-1705                                                                            H   --                                                                              tBu      0 5-CH(OB.sup.9)(CH.sub.2).sub.4 -cHx                                           Na salt                                                  1-1706                                                                            H   --                                                                              tBu      0 5-CH(OT)(CH.sub.2).sub.4 -cHx                            1-1707                                                                            H   --                                                                              tBu      0 5-CH(OE.sup.5)(CH.sub.2).sub.4 -cHx                                           HCl                                                      1-1708                                                                            H   --                                                                              tBu      0 5-CH(OB.sup.10)(CH.sub.2).sub.4 -cHx                     1-1709                                                                            H   --                                                                              tBu      0 5-CH(OB.sup.10)(CH.sub.2).sub.4 -cHx                                          Na salt                                                  1-1710                                                                            H   --                                                                              tBu      0 5-CH(OB.sup.11)(CH.sub.2).sub.4 -cHx                     1-1711                                                                            H   --                                                                              tBu      0 5-CH(OB.sup.11)(CH.sub.2).sub.4 -cHx                                          Na salt                                                  1-1712                                                                            H   --                                                                              tBu      0 5-CH(OB.sup.12)(CH.sub.2).sub.4 -cHx                     1-1713                                                                            H   --                                                                              tBu      0 5-CH(OB.sup.12)(CH.sub.2).sub.4 -cHx                                          Na salt                                                  1-1714                                                                            H   --                                                                              tBu      0 5-CH(OCONH.sub.2)(CH.sub.2).sub.4 -cHx                   1-1715                                                                            H   --                                                                              tBu      0 5-CH(OB.sup.13)(CH.sub.2).sub.4 -cHx                     1-1716                                                                            H   --                                                                              tBu      0 5-CH(OB.sup.13)(CH.sub.2).sub.4 -cHx                                          Na salt                                                  1-1717                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OBz)-cHx                                  1-1718                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OAsp)-cHx                                                      HCl                                                      1-1719                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OLys)-cHx                                                      2HCl                                                     1-1720                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OGlu)-cHx                                                      HCl                                                      1-1721                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OB.sup.4)-cHx                             1-1722                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OB.sup.4)-cHx                                                  Na salt                                                  1-1723                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OB.sup.5)-cHx                             1-1724                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OB.sup.5)-cHx                                                  Na salt                                                  1-1725                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OB.sup.6)-cHx                             1-1726                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OB.sup.6)-cHx                                                  Na salt                                                  1-1727                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OE.sup.4)-cHx                             1-1728                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OB.sup.7)-cHx                             1-1729                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OB.sup.7)-cHx                                                  Na salt                                                  1-1730                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OB.sup.8)-cHx                             1-1731                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OB.sup.8)-cHx                                                  Na salt                                                  1-1732                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OB.sup.9)-cHx                             1-1733                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OB.sup.9)-cHx                                                  Na salt                                                  1-1734                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OT)-cHx                                   1-1735                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OE.sup.5)-cHx                                                  HCl                                                      1-1736                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OB.sup.10)-cHx                            1-1737                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OB.sup.10)-cHx                                                 Na salt                                                  1-1738                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OB.sup.11)-cHx                            1-1739                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OB.sup.11)-cHx                                                 Na salt                                                  1-1740                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OB.sup.12)-cHx                            1-1741                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OB.sup.12)-cHx                                                 Na salt                                                  1-1742                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OCONH.sub.2)-cHx                          1-1743                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OB.sub.13)-cHx                            1-1744                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OB.sub.13)-cHx                                                 Na salt                                                  1-1745                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OBz)(CH.sub.2)-cHx                        1-1746                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OAsp)(CH.sub.2)-cHx                                            HCl                                                      1-1747                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OLys)(CH.sub.2)-cHx                                            2HCl                                                     1-1748                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OGlu)(CH.sub.2)-cHx                                            HCl                                                      1-1749                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OB.sup.4)(CH.sub.2)-cHx                   1-1750                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OB.sup.4)(CH.sub.2)-cHx                                        Na salt                                                  1-1751                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OB.sup.5)(CH.sub.2)-cHx                   1-1752                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OB.sup.5)(CH.sub.2)-cHx                                        Na salt                                                  1-1753                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OB.sup.6)(CH.sub.2)-cHx                   1-1754                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OB.sup.6)(CH.sub.2)-cHx                                        Na salt                                                  1-1755                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OE.sup.4)(CH.sub.2)-cHx                   1-1756                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OB.sup.7)(CH.sub.2)-cHx                   1-1757                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OB.sup.7)(CH.sub.2)-cHx                                        Na salt                                                  1-1758                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OB.sup.8)(CH.sub.2)-cHx                   1-1759                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OB.sup.8)(CH.sub.2)-cHx                                        Na salt                                                  1-1760                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OB.sup.9)(CH.sub.2)-cHx                   1-1761                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OB.sup.9)(CH.sub.2)-cHx                                        Na salt                                                  1-1762                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OT)(CH.sub.2)-cHx                         1-1763                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OE.sup.5)(CH.sub.2)-cHx                                        HCl                                                      1-1764                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OB.sup.10)(CH.sub.2)-cHx                  1-1765                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OB.sup.10)(CH.sub.2)-cHx                                       Na salt                                                  1-1766                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OB.sup.11)(CH.sub.2)-cHx                  1-1767                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OB.sup.11)(CH.sub.2)-cHx                                       Na salt                                                  1-1768                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OB.sup.12)(CH.sub.2)-cHx                  1-1769                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OB.sup.12)(CH.sub.2)-cHx                                       Na salt                                                  1-1770                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OCONH.sub.2)(CH.sub.2)-cHx                1-1771                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OB.sup.13)(CH.sub.2)-cHx                  1-1772                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OB.sup.13)(CH.sub.2)-cHx                                       Na salt                                                  1-1773                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OBz)(CH.sub.2).sub.2 -cHx                 1-1774                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OAsp)(CH.sub.2).sub.2 -cHx                                     HCl                                                      1-1775                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OLys)(CH.sub.2).sub.2 -cHx                                     2HCl                                                     1-1776                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OGlu)(CH.sub.2).sub.2 -cHx                                     HCl                                                      1-1777                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OB.sup.4)(CH.sub.2).sub.2 -cHx            1-1778                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OB.sup.4)(CH.sub.2).sub.2 -cHx                                 Na salt                                                  1-1779                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OB.sup.5)(CH.sub.2).sub.2 -cHx            1-1780                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OB.sup.5)(CH.sub.2).sub.2 -cHx                                 Na salt                                                  1-1781                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OB.sup.6)(CH.sub.2).sub.2 -cHx            1-1782                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OB.sup.6)(CH.sub.2).sub.2 -cHx                                 Na salt                                                  1-1783                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OE.sup.4)(CH.sub.2).sub.2 -cHx            1-1784                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OB.sup.7)(CH.sub.2).sub.2 -cHx            1-1785                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OB.sup.7)(CH.sub.2).sub.2 -cHx                                 Na salt                                                  1-1786                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OB.sup.8)(CH.sub.2).sub.2 -cHx            1-1787                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OB.sup.8)(CH.sub.2).sub.2 -cHx                                 Na salt                                                  1-1788                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OB.sup.9)(CH.sub.2).sub.2 -cHx            1-1789                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OB.sup.9)(CH.sub.2).sub.2 -cHx                                 Na salt                                                  1-1790                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OT)(CH.sub.2).sub.2 -cHx                  1-1791                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OE.sup.5)(CH.sub.2).sub.2 -cHx                                 HCl                                                      1-1792                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OB.sup.10)(CH.sub.2).sub.2 -cHx           1-1793                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OB.sup.10)(CH.sub.2).sub.2 -cHx                                Na salt                                                  1-1794                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OB.sup.11)(CH.sub.2).sub.2 -cHx           1-1795                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OB.sup.11)(CH.sub.2).sub.2 -cHx                                Na salt                                                  1-1796                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OB.sup.12)(CH.sub.2).sub.2 -cHx           1-1797                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OB.sup.12)(CH.sub.2).sub.2 -cHx                                Na salt                                                  1-1798                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OCONH.sub.2)(CH.sub.2).sub.2 -cHx         1-1799                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OB.sup.13)(CH.sub.2).sub.2 -cHx           1-1800                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OB.sup.13)(CH.sub.2).sub.2 -cHx                                Na salt                                                  1-1801                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OBz)(CH.sub.2).sub.3 -cHx                 1-1802                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OAsp)(CH.sub.2).sub.3 -cHx                                     HCl                                                      1-1803                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OLys)(CH.sub.2).sub.3 -cHx                                     2HCl                                                     1-1804                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OGlu)(CH.sub.2).sub.3 -cHx                                     HCl                                                      1-1805                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OB.sup.4)(CH.sub.2).sub.3 -cHx            1-1806                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OB.sup.4)(CH.sub.2).sub.3 -cHx                                 Na salt                                                  1-1807                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OB.sup.5)(CH.sub.2).sub.3 -cHx            1-1808                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OB.sup.5)(CH.sub.2).sub.3 -cHx                                 Na salt                                                  1-1809                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OB.sup.6)(CH.sub.2).sub.3 -cHx            1-1810                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OB.sup.6)(CH.sub.2).sub.3 -cHx                                 Na salt                                                  1-1811                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OE.sup.4)(CH.sub.2).sub.3 -cHx            1-1812                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OB.sup.7)(CH.sub.2).sub.3 -cHx            1-1813                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OB.sup.7)(CH.sub.2).sub.3 -cHx                                 Na salt                                                  1-1814                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OB.sup.8)(CH.sub.2).sub.3 -cHx            1-1815                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OB.sup.8)(CH.sub.2).sub.3 -cHx                                 Na salt                                                  1-1816                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OB.sup.9)(CH.sub.2).sub.3 -cHx            1-1817                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OB.sup.9)(CH.sub.2).sub.3 -cHx                                 Na salt                                                  1-1818                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OT)(CH.sub.2).sub.3 -cHx                  1-1819                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OE.sup.5)(CH.sub.2).sub.3 -cHx                                 HCl                                                      1-1820                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OB.sup.10)(CH.sub.2).sub.3 -cHx           1-1821                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OB.sup.10)(CH.sub.2).sub.3 -cHx                                Na salt                                                  1-1822                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OB.sup.11)(CH.sub.2).sub.3 -cHx           1-1823                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OB.sup.11)(CH.sub.2).sub.3 -cHx                                Na salt                                                  1-1824                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OB.sup.12)(CH.sub.2).sub.3 -cHx           1-1825                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OB.sup.12)(CH.sub.2).sub.3 -cHx                                Na salt                                                  1-1826                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OCONH.sub.2)(CH.sub.2).sub.3 -cHx         1-1827                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OB.sup.13)(CH.sub.2).sub.3 -cHx           1-1828                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OB.sup.13)(CH.sub.2).sub.3 -cHx                                Na salt                                                  1-1829                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OBz)(CH.sub.2).sub.4 -cHx                 1-1830                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OAsp)(CH.sub.2).sub.4 -cHx                                     HCl                                                      1-1831                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OLys)(CH.sub.2).sub.4 -cHx                                     2HCl                                                     1-1832                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OGlu)(CH.sub.2).sub.4 -cHx                                     HCl                                                      1-1833                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OB.sup.4)(CH.sub.2).sub.4 -cHx            1-1834                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OB.sup.4)(CH.sub.2).sub.4 -cHx                                 Na salt                                                  1-1835                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OB.sup.5)(CH.sub.2).sub.4 -cHx            1-1836                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OB.sup.5)(CH.sub.2).sub.4 -cHx                                 Na salt                                                  1-1837                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OB.sup.6)(CH.sub.2).sub.4 -cHx            1-1838                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OB.sup.6)(CH.sub.2).sub.4 -cHx                                 Na salt                                                  1-1839                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OE.sup.4)(CH.sub.2).sub.4 -cHx            1-1840                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OB.sup.7)(CH.sub.2).sub.4 -cHx            1-1841                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OB.sup.7)(CH.sub.2).sub.4 -cHx                                 Na salt                                                  1-1842                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OB.sup.8)(CH.sub.2).sub.4 -cHx            1-1843                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OB.sup.8)(CH.sub.2).sub.4 -cHx                                 Na salt                                                  1-1844                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OB.sup.9)(CH.sub.2).sub.4 -cHx            1-1845                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OB.sup.9)(CH.sub.2).sub.4 -cHx                                 Na salt                                                  1-1846                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OT)(CH.sub.2).sub.4 -cHx                  1-1847                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OE.sup.5)(CH.sub.2).sub.4 -cHx                                 HCl                                                      1-1848                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OB.sup.10)-cHx                     1-1849                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OB.sup.10)-cHx                                          Na salt                                                  1-1850                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OB.sup.11)(CH.sub.2).sub.4 -cHx           1-1851                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OB.sup.11)(CH.sub.2).sub.4 -cHx                                Na salt                                                  1-1852                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OB.sup.12)(CH.sub.2).sub.4 -cHx           1-1853                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OB.sup.12)(CH.sub.2).sub.4 -cHx                                Na salt                                                  1-1854                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OCONH.sub.2)(CH.sub.2).sub.4 -cHx         1-1855                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OB.sup.13)(CH.sub.2).sub.4 -cHx           1-1856                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OB.sup.13)(CH.sub.2).sub.4 -cHx                                Na salt                                                  1-1857                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OBz)(CH.sub.2).sub.2 -cHx          1-1858                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OAsp)(CH.sub.2).sub.2 -cHx                              HCl                                                      1-1859                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OLys)(CH.sub.2).sub.2 -cHx                              2HCl                                                     1-1860                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OGlu)(CH.sub.2).sub.2 -cHx                              HCl                                                      1-1861                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OB.sup.4)(CH.sub.2).sub.2                               -cHx                                                     1-1862                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OB.sup.4)(CH.sub.2).sub.2                               -cHx                                                                          Na salt                                                  1-1863                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OB.sup.5)(CH.sub.2).sub.2                               -cHx                                                     1-1864                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OB.sup.5)(CH.sub.2).sub.2                               -cHx                                                                          Na salt                                                  1-1865                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OB.sup.6)(CH.sub.2).sub.2                               -cHx                                                     1-1866                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OB.sup.6)(CH.sub.2).sub.2                               -cHx                                                                          Na salt                                                  1-1867                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OE.sup.4)(CH.sub.2).sub.2                               -cHx                                                     1-1868                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OB.sup.7)(CH.sub.2).sub.2                               -cHx                                                     1-1869                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OB.sup.7)(CH.sub.2).sub.2                               -cHx                                                                          Na salt                                                  1-1870                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OB.sup.8)(CH.sub.2).sub.2                               -cHx                                                     1-1871                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OB.sup.8)(CH.sub.2).sub.2                               -cHx                                                                          Na salt                                                  1-1872                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OB.sup.9)(CH.sub.2).sub.2                               -cHx                                                     1-1873                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OB.sup.9)(CH.sub.2).sub.2                               -cHx                                                                          Na salt                                                  1-1874                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OT)(CH.sub.2).sub.2 -cHx           1-1875                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OE.sup.5)(CH.sub.2).sub.2                               -cHx                                                                          HCl                                                      1-1876                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OB.sup.10)(CH.sub.2).sub.2                              -cHx                                                     1-1877                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OB.sup.10)(CH.sub.2).sub.2                              -cHx                                                                          Na salt                                                  1-1878                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OB.sup.11)(CH.sub.2).sub.2                              -cHx                                                     1-1879                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OB.sup.11)(CH.sub.2).sub.2                              -cHx                                                                          Na salt                                                  1-1880                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OB.sup.12)(CH.sub.2).sub.2                              -cHx                                                     1-1881                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OB.sup.12)(CH.sub.2).sub.2                              -cHx                                                                          Na salt                                                  1-1882                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OCONH.sub.2)(CH.sub.2).sub.2                            -cx                                                      1-1883                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OB.sup.13)(CH.sub.2).sub.2                              -cHx                                                     1-1884                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OB.sup.13)(CH.sub.2).sub.2                              -cHx                                                                          Na salt                                                  1-1885                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OBz)(CH.sub.2).sub.3 -cHx          1-1886                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OAsp)(CH.sub.2).sub.3 -cHx                              HCl                                                      1-1887                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OLys)(CH.sub.2).sub.3 -cHx                              2HCl                                                     1-1888                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OGlu)(CH.sub.2).sub.3 -cHx                              2HCl                                                     1-1889                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OB.sup.4)(CH.sub.2).sub.3                               -cHx                                                     1-1890                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OB.sup.4)(CH.sub.2).sub.3                               -cHx                                                                          Na salt                                                  1-1891                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OB.sup.5)(CH.sub.2).sub.3                               -cHx                                                     1-1892                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OB.sup.5)(CH.sub.2).sub.3                               -cHx                                                                          Na salt                                                  1-1893                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OB.sup.6)(CH.sub.2).sub.3                               -cHx                                                     1-1894                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OB.sup.6)(CH.sub.2).sub.3                               -cHx                                                                          Na salt                                                  1-1895                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OE.sup.4)(CH.sub.2).sub.3                               -cHx                                                     1-1896                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OB.sup.7)(CH.sub.2).sub.3                               -cHx                                                     1-1897                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OB.sup.7)(CH.sub.2).sub.3                               -cHx                                                                          Na salt                                                  1-1898                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OB.sup.8)(CH.sub.2).sub.3                               -cHx                                                     1-1899                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OB.sup.8)(CH.sub.2).sub.3                               -cHx                                                                          Na salt                                                  1-1900                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OB.sup.9)(CH.sub.2).sub.3                               -cHx                                                     1-1901                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OB.sup.9)(CH.sub.2).sub.3                               -cHx                                                                          Na salt                                                  1-1902                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OT)(CH.sub.2).sub.3 -cHx           1-1903                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OE.sup.5)(CH.sub.2).sub.3                               -cHx                                                                          HCl                                                      1-1904                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OB.sup.10)(CH.sub.2).sub.3                              -cHx                                                     1-1905                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OB.sup.10)(CH.sub.2).sub.3                              -cHx                                                                          Na salt                                                  1-1906                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OB.sup.11)(CH.sub.2).sub.3                              -cHx                                                     1-1907                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OB.sup.11)(CH.sub.2).sub.3                              -cHx                                                                          Na salt                                                  1-1908                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OB.sup.12)(CH.sub.2).sub.3                              -cHx                                                     1-1909                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OB.sup.12)(CH.sub.2).sub.3                              -cHx                                                                          Na salt                                                  1-1910                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OCONH.sub.2)(CH.sub.2).sub.3                            -cx                                                      1-1911                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OB.sup.13)(CH.sub.2).sub.3                              -cHx                                                     1-1912                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OB.sup.13)(CH.sub.2).sub.3                              -cHx                                                                          Na salt                                                  1-1913                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OBz)(CH.sub.2).sub.4 -cHx          1-1914                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OAsp)(CH.sub.2).sub.4 -cHx                              HCl                                                      1-1915                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OLys)(CH.sub.2).sub.4 -cHx                              2HCl                                                     1-1916                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OGlu)(CH.sub.2).sub.4 -cHx                              HCl                                                      1-1917                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OB.sup.4)(CH.sub.2).sub.4                               -cHx                                                     1-1918                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OB.sup.4)(CH.sub.2).sub.4                               -cHx                                                                          Na salt                                                  1-1919                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OB.sup.5)(CH.sub.2).sub.4                               -cHx                                                     1-1920                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OB.sup.5)(CH.sub.2).sub.4                               -cHx                                                                          Na salt                                                  1-1921                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OB.sup.6)(CH.sub.2).sub.4                               -cHx                                                     1-1922                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OB.sup.6)(CH.sub.2).sub.4                               -cHx                                                                          Na salt                                                  1-1923                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OE.sup.4)(CH.sub.2).sub.4                               -cHx                                                     1-1924                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OB.sup.7)(CH.sub.2).sub.4                               -cHx                                                     1-1925                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OB.sup.7)(CH.sub.2).sub.4                               -cHx                                                                          Na salt                                                  1-1926                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OB.sup.8)(CH.sub.2).sub.4                               -cHx                                                     1-1927                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OB.sup.8)(CH.sub.2).sub.4                               -cHx                                                                          Na salt                                                  1-1928                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OB.sup.9)(CH.sub.2).sub.4                               -cHx                                                     1-1929                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OB.sup.9)(CH.sub.2).sub.4                               -cHx                                                                          Na salt                                                  1-1930                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OT)(CH.sub.2).sub.4 -cHx           1-1931                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OE.sup.5)(CH.sub.2).sub.4                               -cHx                                                                          HCl                                                      1-1932                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OB.sup.10)(CH.sub.2).sub.4                              -cHx                                                     1-1933                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OB.sup.10)(CH.sub.2).sub.4                              -cHx                                                                          Na salt                                                  1-1934                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OB.sup.11)(CH.sub.2).sub.4                              -cHx                                                     1-1935                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OB.sup.11)(CH.sub.2).sub.4                              -cHx                                                                          Na salt                                                  1-1936                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OB.sup.12)(CH.sub.2).sub.4                              -cHx                                                     1-1937                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OB.sup.12)(CH.sub.2).sub.4                              -cHx                                                                          Na salt                                                  1-1938                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OCONH.sub.2)(CH.sub.2).sub.4                            -cx                                                      1-1939                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OB.sup.13)(CH.sub.2).sub.4                              -cHx                                                     1-1940                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OB.sup.13)(CH.sub.2).sub.4                              -cHx                                                                          Na salt                                                  1-1941                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OB.sup.10)(CH.sub.2)5-cHx          1-1942                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OB.sup.10)(CH.sub.2)5-cHx                               Na salt                                                  1-1943                                                                            H   --                                                                              tBu      0 5-CH═CH--CH(OCH.sub.2 Ph)O-cHx                       1-1944                                                                            H   --                                                                              tBu      0 5-CH═CH--CH(OCH.sub.2 Ph)(CH.sub.2)O-cHx             1-1945                                                                            H   --                                                                              tBu      0 5-CH═CH--CH(OCH.sub.2 Ph)(CH.sub.2).sub.2 O-cHx      1-1946                                                                            H   --                                                                              tBu      0 5-CH═CH--CH(OCH.sub.2 Ph)(CH.sub.2).sub.3 O-cHx      1-1947                                                                            H   --                                                                              tBu      0 5-CH═CH--CH(OCH.sub.2 Ph)(CH.sub.2).sub.4 O-cHx      1-1948                                                                            H   --                                                                              tBu      0 5-CH═CH--CH(OCH.sub.2 Ph)O-cPn                       1-1949                                                                            H   --                                                                              tBu      0 5-CH═CH--CH(OCH.sub.2 Ph)(CH.sub.2)O-cPn             1-1950                                                                            H   --                                                                              tBu      0 5-CH═CH--CH(OCH.sub.2 Ph)(CH.sub.2).sub.2 O-cPn      1-1951                                                                            H   --                                                                              tBu      0 5-CH═CH--CH(OCH.sub.2 Ph)(CH.sub.2).sub.3 O-cPn      1-1952                                                                            H   --                                                                              tBu      0 5-CH═CH--CH(OCH.sub.2 Ph)(CH.sub.2).sub.4 O-cPn      1-1953                                                                            H   --                                                                              tBu      0 5-CH═C(CH.sub.2 OCH.sub.2 Ph)(CH.sub.2)-cHx          1-1954                                                                            H   --                                                                              tBu      0 5-CH═C(CH.sub.2 OCH.sub.2 Ph)(CH.sub.2).sub.2                             -cHx                                                     1-1955                                                                            H   --                                                                              tBu      0 5-CH═C(CH.sub.2 OCH.sub.2 Ph)(CH.sub.2).sub.3                             -cHx                                                     1-1956                                                                            H   --                                                                              tBu      0 5-CH═C(CH.sub.2 OCH.sub.2 Ph)(CH.sub.2).sub.4                             -cHx                                                     1-1957                                                                            H   --                                                                              tBu      0 5-CH═C(CH.sub.2 OCH.sub.2 Ph)(CH.sub.2).sub.5                             -cHx                                                     1-1958                                                                            H   --                                                                              tBu      0 5-CH═C(CH.sub.2 OCH.sub.2 Ph)(CH.sub.2).sub.6                             -cHx                                                     1-1959                                                                            H   --                                                                              tBu      0 5-CH═C(CH.sub.2 OCH.sub.2 Ph)(CH.sub.2).sub.7                             -cHx                                                     1-1960                                                                            H   --                                                                              tBu      0 5-CH═C(CH.sub.2 OCH.sub.2 Ph)(CH.sub.2)-cPn          1-1961                                                                            H   --                                                                              tBu      0 5-CH═C(CH.sub.2 OCH.sub.2 Ph)(CH.sub.2).sub.2                             -cPn                                                     1-1962                                                                            H   --                                                                              tBu      0 5-CH═C(CH.sub.2 OCH.sub.2 Ph)(CH.sub.2).sub.3                             -cPn                                                     1-1963                                                                            H   --                                                                              tBu      0 5-CH═C(CH.sub.2 OCH.sub.2 Ph)(CH.sub.2).sub.4                             -cPn                                                     1-1964                                                                            H   --                                                                              tBu      0 5-CH═C(CH.sub.2 OCH.sub.2 Ph)(CH.sub.2).sub.5                             -cPn                                                     1-1965                                                                            H   --                                                                              tBu      0 5-CH═C(CH.sub.2 OCH.sub.2 Ph)(CH.sub.2).sub.6                             -cPn                                                     1-1966                                                                            H   --                                                                              tBu      0 5-CH═C(CH.sub.2 OCH.sub.2 Ph)(CH.sub.2).sub.7                             -cPn                                                     1-1967                                                                            H   --                                                                              tBu      0 5-CH(CH.sub.2 OH)-cHx                                    1-1968                                                                            H   --                                                                              tBu      0 5-CH(CH.sub.2 OH)(CH.sub.2)-cHx                          1-1969                                                                            H   --                                                                              tBu      0 5-CH(CH.sub.2 OH)(CH.sub.2).sub.2 -cHx                   1-1970                                                                            H   --                                                                              tBu      0 5-CH(CH.sub.2 OH)(CH.sub.2).sub.3 -cHx                   1-1971                                                                            H   --                                                                              tBu      0 5-CH(CH.sub.2 OH)(CH.sub.2).sub.3 -cPn                   1-1972                                                                            H   --                                                                              tBu      0 5-CH(CH.sub.2 OH)(CH.sub.2).sub.4 -cHx                   1-1973                                                                            H   --                                                                              tBu      0 5-CH(CH.sub.2 OH)(CH.sub.2).sub.4 -cPn                   1-1974                                                                            H   --                                                                              tBu      0 5-CH(CH.sub.2 OH)(CH.sub.2).sub.5 -cHx                   1-1975                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(CH.sub.2 OH)-cHx                          1-1976                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(CH.sub.2 OH)(CH.sub.2)-cHx                1-1977                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(CH.sub.2 OH)(CH.sub.2).sub.2 -cHx         1-1978                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(CH.sub.2 OH)(CH.sub.2).sub.2 -cPn         1-1979                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(CH.sub.2 OH)(CH.sub.2).sub.3 -cHx         1-1980                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(CH.sub.2 OH)(CH.sub.2).sub.3 -cPn         1-1981                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(CH.sub.2 OH)(CH.sub.2).sub.4 -cHx         1-1982                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(CH.sub.2 OH)(CH.sub.2).sub.5 -cHx         1-1983                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(CH.sub.2 OH)-cHx                   1-1984                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(CH.sub.2 OH)(CH.sub.2)-cHx         1-1985                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(CH.sub.2 OH)(CH.sub.2).sub.2                            -cx                                                      1-1986                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(CH.sub.2 OH)(CH.sub.2).sub.3                            -cx                                                      1-1987                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(CH.sub.2 OH)(CH.sub.2).sub.4                            -cx                                                      1-1988                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(CH.sub.2 OH)(CH.sub.2).sub.5                            -cx                                                      1-1989                                                                            H   --                                                                              SO.sub.2 CH.sub.3                                                                      0 6-(CH.sub.2)O(CH.sub.2).sub.3 -Imd                       1-1990                                                                            H   --                                                                              SOCH.sub.3                                                                             0 6-(CH.sub.2)O(CH.sub.2).sub.3 -Imd                       1-1991                                                                            H   --                                                                              SOCH.sub.3                                                                             0 6-(CH.sub.2)O(CH.sub.2).sub.2 -Imd                       1-1992                                                                            H   --                                                                              SO.sub.2 CH.sub.3                                                                      0 6-(CH.sub.2)O(CH.sub.2).sub.2 -Imd                       1-1993                                                                            H   --                                                                              SO.sub.2 CH.sub.3                                                                      0 6-(CH.sub.2)O(CH.sub.2).sub.4 -Imd                       1-1994                                                                            H   --                                                                              SOCH.sub.3                                                                             0 6-(CH.sub.2)O(CH.sub.2).sub.4 -Imd                       1-1995                                                                            H   --                                                                              SOCH.sub.3                                                                             0 6-(CH.sub.2)-Imd                                         1-1996                                                                            H   --                                                                              SO.sub.2 0 6-(CH.sub.2)-Imd                                         1-1997                                                                            H   --                                                                              SO.sub.2 0 6-(CH.sub.2).sub.3 -Imd                                  1-1998                                                                            H   --                                                                              SOCH.sub.3                                                                             0 6-(CH.sub.2).sub.3 -Imd                                  1-1999                                                                            H   --                                                                              SO.sub.2 CH.sub.3                                                                      0 5-(CH.sub.2)O(CH.sub.2).sub.3 -Imd                       1-2000                                                                            H   --                                                                              SOCH.sub.3                                                                             0 5-(CH.sub.2)O(CH.sub.2).sub.3 -Imd                       1-2001                                                                            H   --                                                                              iPr      0 6-(CH.sub.2)-Bimd                                        1-2002                                                                            H   --                                                                              iPr      0 6-(CH.sub.2)-Bimd                                                             HCl                                                      1-2003                                                                            H   --                                                                              tBu      0 6-(CH.sub.2)-Bimd                                        1-2004                                                                            H   --                                                                              tBu      0 6-(CH.sub.2).sub.3 -Bimd                                 1-2005                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)O(CH.sub.2).sub.3 -Bimd                      1-2006                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)O(CH.sub.2).sub.2 -Bimd                      1-2007                                                                            H   --                                                                              iPr      0 6-(CH.sub.2)O(CH.sub.2).sub.3 -Bimd                      1-2008                                                                            H   --                                                                              iPr      0 6-(CH.sub.2)O(CH.sub.2).sub.2 -Bimd                      1-2009                                                                            H   --                                                                              iPr      0 6-(CH.sub.2)O(CH.sub.2).sub.4 -Imd                                            HCl                                                      1-2010                                                                            H   --                                                                              iPr      0 6-(CH.sub.2)O(CH.sub.2).sub.4 -Imd                       1-2011                                                                            H   --                                                                              iPr      0 6-(CH.sub.2).sub.2 O(CH.sub.2).sub.2 -Imd                                     HCl                                                      1-2012                                                                            H   --                                                                              iPr      0 6-(CH.sub.2).sub.2 O(CH.sub.2).sub.2 -Imd                1-2013                                                                            H   --                                                                              iPr      0 6-(CH.sub.2).sub.2 O(CH.sub.2).sub.3 -Imd                                     HCl                                                      1-2014                                                                            H   --                                                                              iPr      0 6-(CH.sub.2).sub.2 O(CH.sub.2).sub.3 -Imd                1-2015                                                                            H   --                                                                              iPr      0 6-(CH.sub.2).sub.2 O(CH.sub.2).sub.4 -Imd                                     HCl                                                      1-2016                                                                            H   --                                                                              iPr      0 6-(CH.sub.2).sub.2 O(CH.sub.2).sub.4 -Imd                1-2017                                                                            H   --                                                                              iPr      0 6-(CH.sub.2).sub.3 O(CH.sub.2).sub.2 -Imd                                     HCl                                                      1-2018                                                                            H   --                                                                              iPr      0 6-(CH.sub.2).sub.3 O(CH.sub.2).sub.2 -Imd                1-2019                                                                            H   --                                                                              iPr      0 6-(CH.sub.2).sub.3 O(CH.sub.2).sub.3 -Imd                                     HCl                                                      1-2020                                                                            H   --                                                                              iPr      0 6-(CH.sub.2).sub.3 O(CH.sub.2).sub.3 -Imd                1-2021                                                                            H   --                                                                              iPr      0 6-(CH.sub.2).sub.3 O(CH.sub.2).sub.4 -Imd                                     HCl                                                      1-2022                                                                            H   --                                                                              iPr      0 6-(CH.sub.2).sub.3 O(CH.sub.2).sub.4 -Imd                1-2023                                                                            H   --                                                                              iPr      0 6-(CH.sub.2)-Imd                                                              HCl                                                      1-2024                                                                            H   --                                                                              iPr      0 6-(CH.sub.2)-Imd                                         1-2025                                                                            H   --                                                                              iPr      0 6-(CH.sub.2).sub.2 -Imd                                                       HCl                                                      1-2026                                                                            H   --                                                                              iPr      0 6-(CH.sub.2).sub.2 -Imd                                  1-2027                                                                            H   --                                                                              iPr      0 6-(CH.sub.2).sub.3 -Imd                                                       HCl                                                      1-2028                                                                            H   --                                                                              iPr      0 6-(CH.sub.2).sub.3 -Imd                                  1-2029                                                                            H   --                                                                              iPr      0 6-(CH.sub.2).sub.4 -Imd                                                       HCl                                                      1-2030                                                                            H   --                                                                              iPr      0 6-(CH.sub.2).sub.4 -Imd                                  1-2031                                                                            H   --                                                                              iPr      0 6-(CH.sub.2).sub.5 -Imd                                                       HCl                                                      1-2032                                                                            H   --                                                                              iPr      0 6-(CH.sub.2).sub.5 -Imd                                  1-2033                                                                            H   --                                                                              iPr      0 6-(CH.sub.2).sub.6 -Imd                                                       HCl                                                      1-2034                                                                            H   --                                                                              iPr      0 6-(CH.sub.2).sub.6 -Imd                                  1-2035                                                                            H   --                                                                              iPr      0 6-(CH.sub.2).sub.7 -Imd                                                       HCl                                                      1-2036                                                                            H   --                                                                              iPr      0 6-(CH.sub.2).sub.7 -Imd                                  1-2037                                                                            H   --                                                                              tBu      0 6-(CH.sub.2)O(CH.sub.2).sub.2 -Imd                       1-2038                                                                            H   --                                                                              tBu      0 6-(CH.sub.2)O(CH.sub.2).sub.3 -Imd                       1-2039                                                                            H   --                                                                              tBu      0 6-(CH.sub.2)O(CH.sub.2).sub.4 -Imd                                            HCl                                                      1-2040                                                                            H   --                                                                              tBu      0 6-(CH.sub.2)O(CH.sub.2).sub.4 -Imd                       1-2041                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 O(CH.sub.2).sub.2 -Imd                                     HCl                                                      1-2042                                                                            H   --                                                                              tBu      0 6-(CH.sub.2).sub.2 O(CH.sub.2).sub.2 -Imd                                     HCl                                                      1-2043                                                                            H   --                                                                              tBu      0 6-(CH.sub.2).sub.2 O(CH.sub.2).sub.2 -Imd                1-2044                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 O(CH.sub.2).sub.3 -Imd                                     HCl                                                      1-2045                                                                            H   --                                                                              tBu      0 6-(CH.sub.2).sub.2 O(CH.sub.2).sub.3 -Imd                                     HCl                                                      1-2046                                                                            H   --                                                                              tBu      0 6-(CH.sub.2).sub.2 O(CH.sub.2).sub.3 -Imd                1-2047                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 O(CH.sub.2).sub.4 -Imd                                     HCl                                                      1-2048                                                                            H   --                                                                              tBu      0 6-(CH.sub.2).sub.2 O(CH.sub.2).sub.4 -Imd                                     HCl                                                      1-2049                                                                            H   --                                                                              tBu      0 6-(CH.sub.2).sub.2 O(CH.sub.2).sub.4 -Imd                1-2050                                                                            H   --                                                                              tBu      0 6-(CH.sub.2).sub.3 O(CH.sub.2).sub.2 -Imd                                     HCl                                                      1-2051                                                                            H   --                                                                              tBu      0 6-(CH.sub.2).sub.3 O(CH.sub.2).sub.2 -Imd                1-2052                                                                            H   --                                                                              tBu      0 6-(CH.sub.2).sub.3 O(CH.sub.2).sub.3 -Imd                                     HCl                                                      1-2053                                                                            H   --                                                                              tBu      0 6-(CH.sub.2).sub.3 O(CH.sub.2).sub.3 -Imd                1-2054                                                                            H   --                                                                              tBu      0 6-(CH.sub.2).sub.3 O(CH.sub.2).sub.4 -Imd                                     HCl                                                      1-2055                                                                            H   --                                                                              tBu      0 6-(CH.sub.2).sub.3 O(CH.sub.2).sub.4 -Imd                1-2056                                                                            H   --                                                                              tBu      0 6-(CH.sub.2)-Imd                                                              HCl                                                      1-2057                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)-Imd                                         1-2058                                                                            H   --                                                                              tBu      0 6-(CH.sub.2)-Imd                                         1-2059                                                                            H   --                                                                              tBu      0 6-(CH.sub.2).sub.2 -Imd                                                       HCl                                                      1-2060                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 -Imd                                  1-2061                                                                            H   --                                                                              tBu      0 6-(CH.sub.2).sub.2 -Imd                                  1-2062                                                                            H   --                                                                              tBu      0 6-(CH.sub.2).sub.3 -Imd                                                       HCl                                                      1-2063                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.3 -Imd                                  1-2064                                                                            H   --                                                                              tBu      0 6-(CH.sub.2).sub.3 -Imd                                  1-2065                                                                            H   --                                                                              tBu      0 6-(CH.sub.2).sub.4 -Imd                                                       HCl                                                      1-2066                                                                            H   --                                                                              tBu      0 6-(CH.sub.2).sub.4 -Imd                                  1-2067                                                                            H   --                                                                              tBu      0 6-(CH.sub.2).sub.5 -Imd                                                       HCl                                                      1-2068                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.5 -Imd                                  1-2069                                                                            H   --                                                                              tBu      0 6-(CH.sub.2).sub.5 -Imd                                  1-2070                                                                            H   --                                                                              tBu      0 6-(CH.sub.2).sub.6 -Imd                                                       HCl                                                      1-2071                                                                            H   --                                                                              tBu      0 6-(CH.sub.2).sub.6 -Imd                                  1-2072                                                                            H   --                                                                              tBu      0 6-(CH.sub.2).sub.7 -Imd                                                       HCl                                                      1-2073                                                                            H   --                                                                              tBu      0 6-(CH.sub.2).sub.7 -Imd                                  1-2074                                                                            H   --                                                                              OCH.sub.3                                                                              0 6-(CH.sub.2)O(CH.sub.2).sub.2 -Imd                                            HCl                                                      1-2075                                                                            H   --                                                                              OCH.sub.3                                                                              0 6-(CH.sub.2)O(CH.sub.2).sub.2 -Imd                       1-2076                                                                            H   --                                                                              OCH.sub.3                                                                              0 6-(CH.sub.2)O(CH.sub.2).sub.3 -Imd                                            HCl                                                      1-2077                                                                            H   --                                                                              OCH.sub.3                                                                              0 6-(CH.sub.2)O(CH.sub.2).sub.3 -Imd                       1-2078                                                                            H   --                                                                              OCH.sub.3                                                                              0 6-(CH.sub.2)O(CH.sub.2).sub.4 -Imd                                            HCl                                                      1-2079                                                                            H   --                                                                              OCH.sub.3                                                                              0 6-(CH.sub.2)O(CH.sub.2).sub.4 -Imd                       1-2080                                                                            H   --                                                                              OCH.sub.3                                                                              0 6-(CH.sub.2).sub.2 O(CH.sub.2).sub.2 -Imd                                     HCl                                                      1-2081                                                                            H   --                                                                              OCH.sub.3                                                                              0 6-(CH.sub.2).sub.2 O(CH.sub.2).sub.2 -Imd                1-2082                                                                            H   --                                                                              OCH.sub.3                                                                              0 6-(CH.sub.2).sub.2 O(CH.sub.2).sub.3 -Imd                                     HCl                                                      1-2083                                                                            H   --                                                                              OCH.sub.3                                                                              0 6-(CH.sub.2).sub.2 O(CH.sub.2).sub.3 -Imd                1-2084                                                                            H   --                                                                              OCH.sub.3                                                                              0 6-(CH.sub.2).sub.2 O(CH.sub.2).sub.4 -Imd                                     HCl                                                      1-2085                                                                            H   --                                                                              OCH.sub.3                                                                              0 6-(CH.sub.2).sub.2 O(CH.sub.2).sub.4 -Imd                1-2086                                                                            H   --                                                                              OCH.sub.3                                                                              0 6-(CH.sub.2).sub.3 O(CH.sub.2).sub.2 -Imd                                     HCl                                                      1-2087                                                                            H   --                                                                              OCH.sub.3                                                                              0 6-(CH.sub.2).sub.3 O(CH.sub.2).sub.2 -Imd                1-2088                                                                            H   --                                                                              OCH.sub.3                                                                              0 6-(CH.sub.2).sub.3 O(CH.sub.2).sub.3 -Imd                                     HCl                                                      1-2089                                                                            H   --                                                                              OCH.sub.3                                                                              0 6-(CH.sub.2).sub.3 O(CH.sub.2).sub.3 -Imd                1-2090                                                                            H   --                                                                              OCH.sub.3                                                                              0 6-(CH.sub.2).sub.3 O(CH.sub.2).sub.4 -Imd                                     HCl                                                      1-2091                                                                            H   --                                                                              OCH.sub.3                                                                              0 6-(CH.sub.2).sub.3 O(CH.sub.2).sub.4 -Imd                1-2092                                                                            H   --                                                                              OCH.sub.3                                                                              0 6-(CH.sub.2)-Imd                                                              HCl                                                      1-2093                                                                            H   --                                                                              OCH.sub.3                                                                              0 6-(CH.sub.2)-Imd                                         1-2094                                                                            H   --                                                                              OCH.sub.3                                                                              0 6-(CH.sub.2).sub.2 -Imd                                                       HCl                                                      1-2095                                                                            H   --                                                                              OCH.sub.3                                                                              0 6-(CH.sub.2).sub.2 -Imd                                  1-2096                                                                            H   --                                                                              OCH.sub.3                                                                              0 6-(CH.sub.2).sub.3 -Imd                                                       HCl                                                      1-2097                                                                            H   --                                                                              OCH.sub.3                                                                              0 6-(CH.sub.2).sub.3 -Imd                                  1-2098                                                                            H   --                                                                              OCH.sub.3                                                                              0 6-(CH.sub.2).sub.4 -Imd                                                       HCl                                                      1-2099                                                                            H   --                                                                              OCH.sub.3                                                                              0 6-(CH.sub.2).sub.4 -Imd                                  1-2100                                                                            H   --                                                                              OCH.sub.3                                                                              0 6-(CH.sub.2).sub.5 -Imd                                                       HCl                                                      1-2101                                                                            H   --                                                                              OCH.sub.3                                                                              0 6-(CH.sub.2).sub.5 -Imd                                  1-2102                                                                            H   --                                                                              OCH.sub.3                                                                              0 6-(CH.sub.2).sub.6 -Imd                                                       HCl                                                      1-2103                                                                            H   --                                                                              OCH.sub.3                                                                              0 6-(CH.sub.2).sub.6 -Imd                                  1-2104                                                                            H   --                                                                              OCH.sub.3                                                                              0 6-(CH.sub.2).sub.7 -Imd                                                       HCl                                                      1-2105                                                                            H   --                                                                              OCH.sub.3                                                                              0 6-(CH.sub.2).sub.7 -Imd                                  1-2106                                                                            H   --                                                                              SCH.sub.3                                                                              0 6-(CH.sub.2)O(CH.sub.2).sub.2 -Imd                                            HCl                                                      1-2107                                                                            H   --                                                                              SCH.sub.3                                                                              0 5-(CH.sub.2)O(CH.sub.2).sub.2 -Imd                       1-2108                                                                            H   --                                                                              SCH.sub.3                                                                              0 6-(CH.sub.2)O(CH.sub.2).sub.2 -Imd                       1-2109                                                                            H   --                                                                              SCH.sub.3                                                                              0 6-(CH.sub.2)O(CH.sub.2).sub.4 -Imd                                            HCl                                                      1-2110                                                                            H   --                                                                              SCH.sub.3                                                                              0 5-(CH.sub.2)O(CH.sub.2).sub.4 -Imd                                            HCl                                                      1-2111                                                                            H   --                                                                              SCH.sub.3                                                                              0 6-(CH.sub.2)O(CH.sub.2).sub.4 -Imd                       1-2112                                                                            H   --                                                                              SCH.sub.3                                                                              0 6-(CH.sub.2).sub.2 O(CH.sub.2).sub.2 -Imd                                     HCl                                                      1-2113                                                                            H   --                                                                              SCH.sub.3                                                                              0 5-(CH.sub.2).sub.2 O(CH.sub.2).sub.2 -Imd                                     HCl                                                      1-2114                                                                            H   --                                                                              SCH.sub.3                                                                              0 6-(CH.sub.2).sub.2 O(CH.sub.2).sub.2 -Imd                1-2115                                                                            H   --                                                                              SCH.sub.3                                                                              0 6-(CH.sub.2).sub.2 O(CH.sub.2).sub.3 -Imd                                     HCl                                                      1-2116                                                                            H   --                                                                              SCH.sub.3                                                                              0 5-(CH.sub.2).sub.2 O(CH.sub.2).sub.3 -Imd                                     HCl                                                      1-2117                                                                            H   --                                                                              SCH.sub.3                                                                              0 6-(CH.sub.2).sub.2 O(CH.sub.2).sub.3 -Imd                1-2118                                                                            H   --                                                                              SCH.sub.3                                                                              0 6-(CH.sub.2).sub.2 O(CH.sub.2).sub.4 -Imd                                     HCl                                                      1-2119                                                                            H   --                                                                              SCH.sub.3                                                                              0 5-(CH.sub.2).sub.2 O(CH.sub.2).sub.4 -Imd                                     HCl                                                      1-2120                                                                            H   --                                                                              SCH.sub.3                                                                              0 6-(CH.sub.2).sub.2 O(CH.sub.2).sub.4 -Imd                1-2121                                                                            H   --                                                                              SCH.sub.3                                                                              0 6-(CH.sub.2).sub.3 O(CH.sub.2).sub.2 -Imd                                     HCl                                                      1-2122                                                                            H   --                                                                              SCH.sub.3                                                                              0 6-(CH.sub.2).sub.3 O(CH.sub.2).sub.2 -Imd                1-2123                                                                            H   --                                                                              SCH.sub.3                                                                              0 6-(CH.sub.2).sub.3 O(CH.sub.2).sub.3 -Imd                                     HCl                                                      1-2124                                                                            H   --                                                                              SCH.sub.3                                                                              0 6-(CH.sub.2).sub.3 O(CH.sub.2).sub.3 -Imd                1-2125                                                                            H   --                                                                              SCH.sub.3                                                                              0 6-(CH.sub.2).sub.3 O(CH.sub.2).sub.4 -Imd                                     HCl                                                      1-2126                                                                            H   --                                                                              SCH.sub.3                                                                              0 6-(CH.sub.2).sub.3 O(CH.sub.2).sub.4 -Imd                1-2127                                                                            H   --                                                                              SCH.sub.3                                                                              0 6-(CH.sub.2)-Imd                                                              HCl                                                      1-2128                                                                            H   --                                                                              SCH.sub.3                                                                              0 6-(CH.sub.2)-Imd                                         1-2129                                                                            H   --                                                                              SCH.sub.3                                                                              0 6-(CH.sub.2).sub.2 -Imd                                                       HCl                                                      1-2130                                                                            H   --                                                                              SCH.sub.3                                                                              0 6-(CH.sub.2).sub.2 -Imd                                  1-2131                                                                            H   --                                                                              SCH.sub.3                                                                              0 6-(CH.sub.2).sub.3 -Imd                                                       HCl                                                      1-2132                                                                            H   --                                                                              SCH.sub.3                                                                              0 6-(CH.sub.2).sub.3 -Imd                                  1-2133                                                                            H   --                                                                              SCH.sub.3                                                                              0 6-(CH.sub.2).sub.4 -Imd                                                       HCl                                                      1-2134                                                                            H   --                                                                              SCH.sub.3                                                                              0 6-(CH.sub.2).sub.4 -Imd                                  1-2135                                                                            H   --                                                                              SCH.sub.3                                                                              0 6-(CH.sub.2).sub.5 -Imd                                                       HCl                                                      1-2136                                                                            H   --                                                                              SCH.sub.3                                                                              0 6-(CH.sub.2).sub.5 -Imd                                  1-2137                                                                            H   --                                                                              SCH.sub.3                                                                              0 6-(CH.sub.2).sub.6 -Imd                                                       HCl                                                      1-2138                                                                            H   --                                                                              SCH.sub.3                                                                              0 6-(CH.sub.2).sub.6 -Imd                                  1-2139                                                                            H   --                                                                              SCH.sub.3                                                                              0 6-(CH.sub.2).sub.7 -Imd                                                       HCl                                                      1-2140                                                                            H   --                                                                              SCH.sub.3                                                                              0 6-(CH.sub.2).sub.7 -Imd                                  1-2141                                                                            H   --                                                                              O-iPr    0 5-(CH.sub.2)O(CH.sub.2).sub.2 -Imd                                            HCl                                                      1-2142                                                                            H   --                                                                              O-iPr    0 6-(CH.sub.2)O(CH.sub.2).sub.2 -Imd                                            HCl                                                      1-2143                                                                            H   --                                                                              O-iPr    0 6-(CH.sub.2)O(CH.sub.2).sub.2 -Imd                       1-2144                                                                            H   --                                                                              O-iPr    0 5-(CH.sub.2)O(CH.sub.2).sub.3 -Imd                                            HCl                                                      1-2145                                                                            H   --                                                                              O-iPr    0 6-(CH.sub.2)O(CH.sub.2).sub.3 -Imd                                            HCl                                                      1-2146                                                                            H   --                                                                              O-iPr    0 6-(CH.sub.2)O(CH.sub.2).sub.3 -Imd                       1-2147                                                                            H   --                                                                              O-iPr    0 5-(CH.sub.2)O(CH.sub.2).sub.4 -Imd                                            HCl                                                      1-2148                                                                            H   --                                                                              O-iPr    0 6-(CH.sub.2)O(CH.sub.2).sub.4 -Imd                                            HCl                                                      1-2149                                                                            H   --                                                                              O-iPr    0 6-(CH.sub.2)O(CH.sub.2).sub.4 -Imd                       1-2150                                                                            H   --                                                                              O-iPr    0 6-(CH.sub.2).sub.2 O(CH.sub.2).sub.2 -Imd                                     HCl                                                      1-2151                                                                            H   --                                                                              O-iPr    0 6-(CH.sub.2).sub.2 O(CH.sub.2).sub.2 -Imd                1-2152                                                                            H   --                                                                              O-iPr    0 6-(CH.sub.2).sub.2 O(CH.sub.2).sub.3 -Imd                                     HCl                                                      1-2153                                                                            H   --                                                                              O-iPr    0 6-(CH.sub.2).sub.2 O(CH.sub.2).sub.3 -Imd                1-2154                                                                            H   --                                                                              O-iPr    0 6-(CH.sub.2).sub.2 O(CH.sub.2).sub.4 -Imd                                     HCl                                                      1-2155                                                                            H   --                                                                              O-iPr    0 6-(CH.sub.2).sub.2 O(CH.sub.2).sub.4 -Imd                1-2156                                                                            H   --                                                                              O-iPr    0 6-(CH.sub.2).sub.3 O(CH.sub.2).sub.2 -Imd                                     HCl                                                      1-2157                                                                            H   --                                                                              O-iPr    0 6-(CH.sub.2).sub.3 O(CH.sub.2).sub.2 -Imd                1-2158                                                                            H   --                                                                              O-iPr    0 6-(CH.sub.2).sub.3 O(CH.sub.2).sub.3 -Imd                                     HCl                                                      1-2159                                                                            H   --                                                                              O-iPr    0 6-(CH.sub.2).sub.3 O(CH.sub.2).sub.3 -Imd                1-2160                                                                            H   --                                                                              O-iPr    0 6-(CH.sub.2).sub.3 O(CH.sub.2).sub.4 -Imd                                     HCl                                                      1-2161                                                                            H   --                                                                              O-iPr    0 6-(CH.sub.2).sub.3 O(CH.sub.2).sub.4 -Imd                1-2162                                                                            H   --                                                                              O-iPr    0 6-(CH.sub.2)-Imd                                                              HCl                                                      1-2163                                                                            H   --                                                                              O-iPr    0 6-(CH.sub.2)-Imd                                         1-2164                                                                            H   --                                                                              O-iPr    0 6-(CH.sub.2).sub.2 -Imd                                                       HCl                                                      1-2165                                                                            H   --                                                                              O-iPr    0 6-(CH.sub.2).sub.2 -Imd                                  1-2166                                                                            H   --                                                                              O-iPr    0 6-(CH.sub.2).sub.3 -Imd                                                       HCl                                                      1-2167                                                                            H   --                                                                              O-iPr    0 6-(CH.sub.2).sub.3 -Imd                                  1-2168                                                                            H   --                                                                              O-iPr    0 6-(CH.sub.2).sub.4 -Imd                                                       HCl                                                      1-2169                                                                            H   --                                                                              O-iPr    0 6-(CH.sub.2).sub.4 -Imd                                  1-2170                                                                            H   --                                                                              O-iPr    0 6-(CH.sub.2).sub.5 -Imd                                                       HCl                                                      1-2171                                                                            H   --                                                                              O-iPr    0 6-(CH.sub.2).sub.5 -Imd                                  1-2172                                                                            H   --                                                                              O-iPr    0 6-(CH.sub.2).sub.6 -Imd                                                       HCl                                                      1-2173                                                                            H   --                                                                              O-iPr    0 6-(CH.sub.2).sub.6 -Imd                                  1-2174                                                                            H   --                                                                              O-iPr    0 6-(CH.sub.2).sub.7 -Imd                                                       HCl                                                      1-2175                                                                            H   --                                                                              O-iPr    0 6-(CH.sub.2).sub.7 -Imd                                  1-2176                                                                            H   --                                                                              tBu      0 5-CH(CH.sub.2 OH)O-cHx                                   1-2177                                                                            H   --                                                                              tBu      0 5-CH(CH.sub.2 OH)O(CH.sub.2)-cHx                         1-2178                                                                            H   --                                                                              tBu      0 5-CH(CH.sub.2 OH)(CH.sub.2)O-cHx                         1-2179                                                                            H   --                                                                              tBu      0 5-CH(CH.sub.2 OH)(CH.sub.2)O(CH.sub.2)-cHx               1-2180                                                                            H   --                                                                              tBu      0 5-CH(CH.sub.2 OH)(CH.sub.2).sub.2 O-cHx                  1-2181                                                                            H   --                                                                              tBu      0 5-CH(CH.sub.2 OH)(CH.sub.2).sub.2 O(CH.sub.2)-cHx        1-2182                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(CH.sub.2 OH)O-cHx                         1-2183                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(CH.sub.2 OH)O(CH.sub.2)-cHx               1-2184                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(CH.sub.2 OH)(CH.sub.2)O-cHx               1-2185                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(CH.sub.2 OH)(CH.sub.2)O(CH.sub.2)-cHx     1-2186                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(CH.sub.2 OH)(CH.sub.2).sub.2 O-cHx        1-2187                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(CH.sub.2 OH)(CH.sub.2).sub.2 O(CH.sub.                         2)-cHx                                                   1-2188                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(CH.sub.2 OH)O-cHx                  1-2189                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(CH.sub.2 OH)O(CH.sub.2)-cHx        1-2190                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(CH.sub.2 OH)(CH.sub.2)O-cHx        1-2191                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(CH.sub.2 OH)(CH.sub.2)O(CH.sub.                         2)-cHx                                                   1-2192                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(CH.sub.2 OH)(CH.sub.2).sub.2                            O-cHx                                                    1-2193                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(CH.sub.2 OH)(CH.sub.2).sub.2                            O(CH.sub.2)-cHx                                          1-2194                                                                            H   --                                                                              tBu      0 5-CH(CH.sub.2 OB.sup.10)O-cHx                            1-2195                                                                            H   --                                                                              tBu      0 5-CH(CH.sub.2 OB.sup.10)O(CH.sub.2)-cHx                  1-2196                                                                            H   --                                                                              tBu      0 5-CH(CH.sub.2 OB.sup.10)(CH.sub.2)O-cHx                  1-2197                                                                            H   --                                                                              tBu      0 5-CH(CH.sub.2 OB.sup.10)(CH.sub.2)O(CH.sub.2)-cHx        1-2198                                                                            H   --                                                                              tBu      0 5-CH(CH.sub.2 OB.sup.10)(CH.sub.2).sub.2 O-cHx           1-2199                                                                            H   --                                                                              tBu      0 5-CH(CH.sub.2 OB.sup.10)(CH.sub.2).sub.2 O(CH.sub.2)-                         cHx                                                      1-2200                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(CH.sub.2 OB.sup.10)O-cHx                  1-2201                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(CH.sub.2 OB.sup.10)O(CH.sub.2)-cHx        1-2202                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(CH.sub.2 OB.sup.10)(CH.sub.2)O-cHx        1-2203                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(CH.sub.2 OB.sup.10)(CH.sub.2)O(CH.sub.                         2)-cHx                                                   1-2204                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(CH.sub.2 OB.sup.10)(CH.sub.2).sub.2                            O-cHx                                                    1-2205                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(CH.sub.2 OB.sup.10)(CH.sub.2).sub.2                            O(CH.sub.2)-cHx                                          1-2206                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(CH.sub.2 OB.sup.10)O-cHx           1-2207                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(CH.sub.2 OB.sup.10)O(CH.sub.2)-                         cHx                                                      1-2208                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(CH.sub.2 OB.sup.10)(CH.sub.2)O-                         cHx                                                      1-2209                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(CH.sub.2 OB.sup.10)(CH.sub.2)O(                         CH.sub.2)-cHx                                            1-2210                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(CH.sub.2 OB.sup.10)(CH.sub.2).s                         ub.2 O-cHx                                               1-2211                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(CH.sub.2 OB.sup.10)(CH.sub.2).s                         ub.2 O(CH.sub.2)-cHx                                     1-2212                                                                            H   --                                                                              tBu      0 5-CH(CH.sub.2 OB.sup.4)O-cHx                             1-2213                                                                            H   --                                                                              tBu      0 5-CH(CH.sub.2 OB.sup.4)O(CH.sub.2)-cHx                   1-2214                                                                            H   --                                                                              tBu      0 5-CH(CH.sub.2 OB.sup.4)(CH.sub.2)O-cHx                   1-2215                                                                            H   --                                                                              tBu      0 5-CH(CH.sub.2 OB.sup.4)(CH.sub.2)O(CH.sub.2)-cHx         1-2216                                                                            H   --                                                                              tBu      0 5-CH(CH.sub.2 OB.sup.4)(CH.sub.2).sub.2 O-cHx            1-2217                                                                            H   --                                                                              tBu      0 5-CH(CH.sub.2 OB.sup.4)(CH.sub.2).sub.2 O(CH.sub.2)-c                         x                                                        1-2218                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(CH.sub.2 OB.sup.4)O-cHx                   1-2219                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(CH.sub.2 OB.sup.4)O(CH.sub.2)-cHx         1-2220                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(CH.sub.2 OB.sup.4)(CH.sub.2)O-cHx         1-2221                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(CH.sub.2 OB.sup.4)(CH.sub.2)O(CH.sub.2                         )-cHx                                                    1-2222                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(CH.sub.2 OB.sup.4)(CH.sub.2).sub.2                             O-cx                                                     1-2223                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(CH.sub.2 OB.sup.4)(CH.sub.2).sub.2                             O(CH.sub.2)-cHx                                          1-2224                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(CH.sub.2 OB.sup.4)O-cHx            1-2225                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(CH.sub.2 OB.sup.4)O(CH.sub.2)-c                         x                                                        1-2226                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(CH.sub.2 OB.sup.4)(CH.sub.2)O-c                         x                                                        1-2227                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(CH.sub.2 OB.sup.4)(CH.sub.2)O(C                         H.sub.2)-cHx                                             1-2228                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(CH.sub.2 OB.sup.4)(CH.sub.2).su                         b.2 O-cHx                                                1-2229                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(CH.sub.2 OB.sup.4)(CH.sub.2).su                         b.2 O(CH.sub.2)-cHx                                      1-2230                                                                            H   --                                                                              tBu      0 5-CH(CH.sub.2 OE.sup.5)O-cHx                             1-2231                                                                            H   --                                                                              tBu      0 5-CH(CH.sub.2 OE.sup.5)O(CH.sub.2)-cHx                   1-2232                                                                            H   --                                                                              tBu      0 5-CH(CH.sub.2 OE.sup.5)(CH.sub.2)O-cHx                   1-2233                                                                            H   --                                                                              tBu      0 5-CH(CH.sub.2 OE.sup.5)(CH.sub.2)O(CH.sub.2)-cHx         1-2234                                                                            H   --                                                                              tBu      0 5-CH(CH.sub.2 OE.sup.5)(CH.sub.2).sub.2 O-cHx            1-2235                                                                            H   --                                                                              tBu      0 5-CH(CH.sub.2 OE.sup.5)(CH.sub.2).sub.2 O(CH.sub.2)-c                         x                                                        1-2236                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(CH.sub.2 OE.sup.5)O-cHx                   1-2237                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(CH.sub.2 OE.sup.5)O(CH.sub.2)-cHx         1-2238                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(CH.sub.2 OE.sup.5)(CH.sub.2)O-cHx         1-2239                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(CH.sub.2 OE.sup.5)(CH.sub.2)O(CH.sub.2                         )-cHx                                                    1-2240                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(CH.sub.2 OE.sup.5)(CH.sub.2).sub.2                             O-cx                                                     1-2241                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(CH.sub.2 OE.sup.5)(CH.sub.2).sub.2                             O(CH.sub.2)-cHx                                          1-2242                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(CH.sub.2 OE.sup.5)O-cHx            1-2243                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(CH.sub.2 OE.sup.5)O(CH.sub.2)-c                         x                                                        1-2244                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(CH.sub.2 OE.sup.5)(CH.sub.2)O-c                         x                                                        1-2245                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(CH.sub.2 OE.sup.5)(CH.sub.2)O(C                         H.sub.2)-cHx                                             1-2246                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(CH.sub.2 OE.sup.5)(CH.sub.2).su                         b.2 O-cHx                                                1-2247                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(CH.sub.2 OE.sup.5)(CH.sub.2).su                         b.2 O(CH.sub.2)-cHx                                      1-2248                                                                            H   --                                                                              tBu      0 5-CH(CH.sub.2 OB.sup.2)O-cHx                             1-2249                                                                            H   --                                                                              tBu      0 5-CH(CH.sub.2 OB.sup.2)O(CH.sub.2)-cHx                   1-2250                                                                            H   --                                                                              tBu      0 5-CH(CH.sub.2 OB.sup.2)(CH.sub.2)O-cHx                   1-2251                                                                            H   --                                                                              tBu      0 5-CH(CH.sub.2 OB.sup.2)(CH.sub.2)O(CH.sub.2)-cHx         1-2252                                                                            H   --                                                                              tBu      0 5-CH(CH.sub.2 OB.sup.2)(CH.sub.2).sub.2 O-cHx            1-2253                                                                            H   --                                                                              tBu      0 5-CH(CH.sub.2 OB.sup.2)(CH.sub.2).sub.2 O(CH.sub.2)-c                         x                                                        1-2254                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(CH.sub.2 OB.sup.2)O-cHx                   1-2255                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(CH.sub.2 OB.sup.2)O(CH.sub.2)-cHx         1-2256                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(CH.sub.2 OB.sup.2)(CH.sub.2)O-cHx         1-2257                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(CH.sub.2 OB.sup.2)(CH.sub.2)O(CH.sub.2                         )-cHx                                                    1-2258                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(CH.sub.2 OB.sup.2)(CH.sub.2).sub.2                             O-cx                                                     1-2259                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(CH.sub.2 OB.sup.2)(CH.sub.2).sub.2                             O(CH.sub.2)-cHx                                          1-2260                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(CH.sub.2 OB.sup.2)O-cHx            1-2261                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(CH.sub.2 OB.sup.2)O(CH.sub.2)-c                         x                                                        1-2262                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(CH.sub.2 OB.sup.2)(CH.sub.2)O-c                         x                                                        1-2263                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(CH.sub.2 OB.sup.2)(CH.sub.2)O(C                         H.sub.2)-cHx                                             1-2264                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(CH.sub.2 OB.sup.2)(CH.sub.2).su                         b.2 O-cHx                                                1-2265                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(CH.sub.2 OB.sup.2)(CH.sub.2).su                         b.2 O(CH.sub.2)-cHx                                      1-2266                                                                            H   --                                                                              tBu      0 5-CH(CH.sub.2 OB.sup.10)O-cHx                                                 Na salt                                                  1-2267                                                                            H   --                                                                              tBu      0 5-CH(CH.sub.2 OB.sup.10)O(CH.sub.2)-cHx                                       Na salt                                                  1-2268                                                                            H   --                                                                              tBu      0 5-CH(CH.sub.2 OB.sup.10)(CH.sub.2)O-cHx                                       Na salt                                                  1-2269                                                                            H   --                                                                              tBu      0 5-CH(CH.sub.2 OB.sup.10)(CH.sub.2)O(CH.sub.2)-cHx                             Na salt                                                  1-2270                                                                            H   --                                                                              tBu      0 5-CH(CH.sub.2 OB.sup.10)(CH.sub.2).sub.2 O-cHx                                Na salt                                                  1-2271                                                                            H   --                                                                              tBu      0 5-CH(CH.sub.2 OB.sup.10)(CH.sub.2).sub.2 O(CH.sub.2)-                         cHx                                                                           Na salt                                                  1-2272                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(CH.sub.2 OB.sup.10)O-cHx                                       Na salt                                                  1-2273                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(CH.sub.2 OB.sup.10)O(CH.sub.2)-cHx                             Na salt                                                  1-2274                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(CH.sub.2 OB.sup.10)(CH.sub.2)O-cHx                             Na salt                                                  1-2275                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(CH.sub.2 OB.sup.10)(CH.sub.2)O(CH.sub.                         2)-cHx                                                                        Na salt                                                  1-2276                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(CH.sub.2 OB.sup.10)(CH.sub.2).sub.2                            O-cHx                                                                         Na salt                                                  1-2277                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(CH.sub.2 OB.sup.10)(CH.sub.2).sub.2                            O(CH.sub.2)-cHx                                                               Na salt                                                  1-2278                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(CH.sub.2 OB.sup.10)O-cHx                                Na salt                                                  1-2279                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(CH.sub.2 OB.sup.10)O(CH.sub.2)-                         cHx                                                                           Na salt                                                  1-2280                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(CH.sub.2 OB.sup.10)(CH.sub.2)O-                         cHx                                                                           Na salt                                                  1-2281                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(CH.sub.2 OB.sup.10)(CH.sub.2)O(                         CH.sub.2)-cHx                                                                 Na salt                                                  1-2282                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(CH.sub.2 OB.sup.10)(CH.sub.2).s                         ub.2 O-cHx                                                                    Na salt                                                  1-2283                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(CH.sub.2 OB.sup.10)(CH.sub.2).s                         ub.2 O(CH.sub.2)-cHx                                                          Na salt                                                  1-2284                                                                            H   --                                                                              tBu      0 5-CH(CH.sub.2 OB.sup.4)O-cHx                                                  Na salt                                                  1-2285                                                                            H   --                                                                              tBu      0 5-CH(CH.sub.2 OB.sup.4)O(CH.sub.2)-cHx                                        Na salt                                                  1-2286                                                                            H   --                                                                              tBu      0 5-CH(CH.sub.2 OB.sup.4)(CH.sub.2)O-cHx                                        Na salt                                                  1-2287                                                                            H   --                                                                              tBu      0 5-CH(CH.sub.2 OB.sup.4)(CH.sub.2)O(CH.sub.2)-cHx                              Na salt                                                  1-2288                                                                            H   --                                                                              tBu      0 5-CH(CH.sub.2 OB.sup.4)(CH.sub.2).sub.2 O-cHx                                 Na salt                                                  1-2289                                                                            H   --                                                                              tBu      0 5-CH(CH.sub.2 OB.sup.4)(CH.sub.2).sub.2 O(CH.sub.2)-c                         x                                                                             Na salt                                                  1-2290                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(CH.sub.2 OB.sup.4)O-cHx                                        Na salt                                                  1-2291                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(CH.sub.2 OB.sup.4)O(CH.sub.2)-cHx                              Na salt                                                  1-2292                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(CH.sub.2 OB.sup.4)(CH.sub.2)O-cHx                              Na salt                                                  1-2293                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(CH.sub.2 OB.sup.4)(CH.sub.2)O(CH.sub.2                         )-cHx                                                                         Na salt                                                  1-2294                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(CH.sub.2 OB.sup.4)(CH.sub.2).sub.2                             O-cx                                                                          Na salt                                                  1-2295                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(CH.sub.2 OB.sup.4)(CH.sub.2).sub.2                             O(CH.sub.2)-cHx                                                               Na salt                                                  1-2296                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(CH.sub.2 OB.sup.4)O-cHx                                 Na salt                                                  1-2297                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(CH.sub.2 OB.sup.4)O(CH.sub.2)-c                         x                                                                             Na salt                                                  1-2298                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(CH.sub.2 OB.sup.4)(CH.sub.2)O-c                         x                                                                             Na salt                                                  1-2299                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(CH.sub.2 OB.sup.4)(CH.sub.2)O(C                         H.sub.2)-cHx                                                                  Na salt                                                  1-2300                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(CH.sub.2 OB.sup.4)(CH.sub.2).su                         b.2 O-cHx                                                                     Na salt                                                  1-2301                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(CH.sub.2 OB.sup.4)(CH.sub.2).su                         b.2 O(CH.sub.2)-cHx                                                           Na salt                                                  1-2302                                                                            H   --                                                                              tBu      0 5-CH(CH.sub.2 OE.sup.5)O-cHx                                                  HCl                                                      1-2303                                                                            H   --                                                                              tBu      0 5-CH(CH.sub.2 OE.sup.5)O(CH.sub.2)-cHx                                        HCl                                                      1-2304                                                                            H   --                                                                              tBu      0 5-CH(CH.sub.2 OE.sup.5)(CH.sub.2)O-cHx                                        HCl                                                      1-2305                                                                            H   --                                                                              tBu      0 5-CH(CH.sub.2 OE.sup.5)(CH.sub.2)O(CH.sub.2)-cHx                              HCl                                                      1-2306                                                                            H   --                                                                              tBu      0 5-CH(CH.sub.2 OE.sup.5)(CH.sub.2).sub.2 O-cHx                                 HCl                                                      1-2307                                                                            H   --                                                                              tBu      0 5-CH(CH.sub.2 OE.sup.5)(CH.sub.2).sub.2 O(CH.sub.2)-c                         x                                                                             HCl                                                      1-2308                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(CH.sub.2 OE.sup.5)O-cHx                                        HCl                                                      1-2309                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(CH.sub.2 OE.sup.5)O(CH.sub.2)-cHx                              HCl                                                      1-2310                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(CH.sub.2 OE.sup.5)(CH.sub.2)O-cHx                              HCl                                                      1-2311                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(CH.sub.2 OE.sup.5)(CH.sub.2)O(CH.sub.2                         )-cHx                                                                         HCl                                                      1-2312                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(CH.sub.2 OE.sup.5)(CH.sub.2).sub.2                             O-cx                                                                          HCl                                                      1-2313                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(CH.sub.2 OE.sup.5)(CH.sub.2).sub.2                             O(CH.sub.2)-cHx                                                               HCl                                                      1-2314                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(CH.sub.2 OE.sup.5)O-cHx                                 HCl                                                      1-2315                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(CH.sub.2 OE.sup.5)O(CH.sub.2)-c                         x                                                                             HCl                                                      1-2316                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(CH.sub.2 OE.sup.5)(CH.sub.2)O-c                         x                                                                             HCl                                                      1-2317                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(CH.sub.2 OE.sup.5)(CH.sub.2)O(C                         H.sub.2)-cHx                                                                  HCl                                                      1-2318                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(CH.sub.2 OE.sup.5)(CH.sub.2).su                         b.2 O-cHx                                                                     HCl                                                      1-2319                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(CH.sub.2 OE.sup.5)(CH.sub.2).su                         b.2 O(CH.sub.2)-cHx                                                           HCl                                                      1-2320                                                                            H   --                                                                              tBu      0 5-CH(CH.sub.2 OB.sup.2)O-cHx                                                  Na salt                                                  1-2321                                                                            H   --                                                                              tBu      0 5-CH(CH.sub.2 OB.sup.2)O(CH.sub.2)-cHx                                        Na salt                                                  1-2322                                                                            H   --                                                                              tBu      0 5-CH(CH.sub.2 OB.sup.2)(CH.sub.2)O-cHx                                        Na salt                                                  1-2323                                                                            H   --                                                                              tBu      0 5-CH(CH.sub.2 OB.sup.2)(CH.sub.2)O(CH.sub.2)-cHx                              Na salt                                                  1-2324                                                                            H   --                                                                              tBu      0 5-CH(CH.sub.2 OB.sup.2)(CH.sub.2).sub.2 O-cHx                                 Na salt                                                  1-2325                                                                            H   --                                                                              tBu      0 5-CH(CH.sub.2 OB.sup.2)(CH.sub.2).sub.2 O(CH.sub.2)-c                         x                                                                             Na salt                                                  1-2326                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(CH.sub.2 OB.sup.2)O-cHx                                        Na salt                                                  1-2327                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(CH.sub.2 OB.sup.2)O(CH.sub.2)-cHx                              Na salt                                                  1-2328                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(CH.sub.2 OB.sup.2)(CH.sub.2)O-cHx                              Na salt                                                  1-2329                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(CH.sub.2 OB.sup.2)(CH.sub.2)O(CH.sub.2                         )-cHx                                                                         Na salt                                                  1-2330                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(CH.sub.2 OB.sup.2)(CH.sub.2).sub.2                             O-cx                                                                          Na salt                                                  1-2331                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(CH.sub.2 OB.sup.2)(CH.sub.2).sub.2                             O(CH.sub.2)-cHx                                                               Na salt                                                  1-2332                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(CH.sub.2 OB.sup.2)O-cHx                                 Na salt                                                  1-2333                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(CH.sub.2 OB.sup.2)O(CH.sub.2)-c                         x                                                                             Na salt                                                  1-2334                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(CH.sub.2 OB.sup.2)(CH.sub.2)O-c                         x                                                                             Na salt                                                  1-2335                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(CH.sub.2 OB.sup.2)(CH.sub.2)O(C                         H.sub.2)-cHx                                                                  Na salt                                                  1-2336                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(CH.sub.2 OB.sup.2)(CH.sub.2).su                         b.2 O-cHx                                                                     Na salt                                                  1-2337                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(CH.sub.2 OB.sup.2)(CH.sub.2).su                         b.2 O(CH.sub.2)-cHx                                                           Na salt                                                  1-2338                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(CH.sub.2 OB.sup.2)(CH.sub.2).su                         b.3 O(CH.sub.2)-cHx                                                           Na salt                                                  1-2339                                                                            H   --                                                                              tBu      0 5-CH(CH.sub.2 OB.sup.2)-cHx                              1-2340                                                                            H   --                                                                              tBu      0 5-CH(CH.sub.2 OB.sup.2)(CH.sub.2)-cHx                    1-2341                                                                            H   --                                                                              tBu      0 5-CH(CH.sub.2 OB.sup.2)(CH.sub.2).sub.2 -cHx             1-2342                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(CH.sub.2 OB.sup.2)-cHx                    1-2343                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(CH.sub.2 OB.sup.2)(CH.sub.2)-cHx          1-2344                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(CH.sub.2 OB.sup.2)(CH.sub.2).sub.2                             -cHx                                                     1-2345                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(CH.sub.2 OB.sup.2)(CH.sub.2).sub.3                             -cHx                                                     1-2346                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(CH.sub.2 OB.sup.2)(CH.sub.2).sub.4                             -cHx                                                     1-2347                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(CH.sub.2 OB.sup.2)(CH.sub.2).sub.5                             -cHx                                                     1-2348                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(CH.sub.2 OB.sup.2)-cHx             1-2349                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(CH.sub.2 OB.sup.2)(CH.sub.2)-cH                         x                                                        1-2350                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(CH.sub.2 OB.sup.2)(CH.sub.2).su                         b.2 -cHx                                                 1-2351                                                                            H   --                                                                              tBu      0 5-CH(CH.sub.2 OB.sup.2)-cHx                                                   Na salt                                                  1-2352                                                                            H   --                                                                              tBu      0 5-CH(CH.sub.2 OB.sup.2)(CH.sub.2)-cHx                                         Na salt                                                  1-2353                                                                            H   --                                                                              tBu      0 5-CH(CH.sub.2 OB.sup.2)(CH.sub.2).sub.2 -cHx                                  Na salt                                                  1-2354                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(CH.sub.2 OB.sup.2)-cHx                                         Na salt                                                  1-2355                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(CH.sub.2 OB.sup.2)(CH.sub.2)-cHx                               Na salt                                                  1-2356                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(CH.sub.2 OB.sup.4)(CH.sub.2)-cHx                               Na salt                                                  1-2357                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(CH.sub.2 OB.sup.10)(CH.sub.2)-cHx                              Na salt                                                  1-2358                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(CH.sub.2 OE.sup.5)(CH.sub.2)-cHx                               Na salt                                                  1-2359                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(CH.sub.2 OB.sup.2)(CH.sub.2).sub.2                             -cHx                                                                          Na salt                                                  1-2360                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(CH.sub.2 OB.sup.4)(CH.sub.2).sub.2                             -cHx                                                                          Na salt                                                  1-2361                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(CH.sub.2 OB.sup.10)(CH.sub.2).sub.2                            -cx                                                                           Na salt                                                  1-2362                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(CH.sub.2 OE.sup.5)(CH.sub.2).sub.2                             -cHx                                                                          Na salt                                                  1-2363                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(CH.sub.2 OB.sup.2)(CH.sub.2).sub.3                             -cHx                                                                          Na salt                                                  1-2364                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(CH.sub.2 OB.sup.2)(CH.sub.2).sub.4                             -cHx                                                                          Na salt                                                  1-2365                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(CH.sub.2 OB.sup.2)(CH.sub.2).sub.5                             -cHx                                                                          Na salt                                                  1-2366                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(CH.sub.2 OB.sup.2)-cHx                                  Na salt                                                  1-2367                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(CH.sub.2 OB.sup.2)(CH.sub.2)-cH                         x                                                                             Na salt                                                  1-2368                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(CH.sub.2 OB.sup.2)(CH.sub.2).su                         b.2 -cHx                                                                      Na salt                                                  1-2369                                                                            H   --                                                                              tBu      0 5-CH(OH)(CH.sub.2)O-cHx                                  1-2370                                                                            H   --                                                                              tBu      0 5-CH(OH)(CH.sub.2)O(CH.sub.2)-cHx                        1-2371                                                                            H   --                                                                              tBu      0 5-CH(OH)(CH.sub.2)O(CH.sub.2).sub.2 -cHx                 1-2372                                                                            H   --                                                                              tBu      0 5-CH(OH)(CH.sub.2).sub.2 O-cHx                           1-2373                                                                            H   --                                                                              tBu      0 5-CH(OH)(CH.sub.2).sub.2 O(CH.sub.2)-cHx                 1-2374                                                                            H   --                                                                              tBu      0 5-CH(OH)(CH.sub.2).sub.2 O(CH.sub.2).sub.2 -cHx          1-2375                                                                            H   --                                                                              tBu      0 5-CH(OH)(CH.sub.2).sub.3 O-cHx                           1-2376                                                                            H   --                                                                              tBu      0 5-CH(OH)(CH.sub.2).sub.3 O(CH.sub.2)-cHx                 1-2377                                                                            H   --                                                                              tBu      0 5-CH(OH)(CH.sub.2).sub.3 O(CH.sub.2).sub.2 -cHx          1-2378                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OH)(CH.sub.2)O-cHx                        1-2379                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OH)(CH.sub.2)O(CH.sub.2)-cHx              1-2380                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OH)(CH.sub.2)O(CH.sub.2).sub.2 -cHx       1-2381                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OH)(CH.sub.2).sub.2 O-cHx                 1-2382                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OH)(CH.sub.2).sub.2 O(CH.sub.2)-cHx       1-2383                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OH)(CH.sub.2).sub.2 O(CH.sub.2).sub.2                          -cHx                                                     1-2384                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OH)(CH.sub.2).sub.3 O-cHx                 1-2385                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OH)(CH.sub.2).sub.3 O(CH.sub.2)-cHx       1-2386                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OH)(CH.sub.2).sub.3 O(CH.sub.2).sub.2                          -cHx                                                     1-2387                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OH)(CH.sub.2)O-cHx                 1-2388                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OH)(CH.sub.2)O(CH.sub.2)-cHx       1-2389                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OH)(CH.sub.2)O(CH.sub.2).sub.2                          -cHx                                                     1-2390                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OH)(CH.sub.2).sub.2 O-cHx          1-2391                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OH)(CH.sub.2).sub.2 O(CH.sub.2)                         -cHx                                                     1-2392                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OH)(CH.sub.2).sub.2 O(CH.sub.2)                         .sub.2 -cHx                                              1-2393                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OH)(CH.sub.2).sub.3 O-cHx          1-2394                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OH)(CH.sub.2).sub.3 O(CH.sub.2)                         -cHx                                                     1-2395                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OH)(CH.sub.2).sub.3 O(CH.sub.2)                         .sub.2 -cHx                                              1-2396                                                                            H   --                                                                              tBu      0 5-CH(OH)(CH.sub.2)O-cPn                                  1-2397                                                                            H   --                                                                              tBu      0 5-CH(OH)(CH.sub.2)O(CH.sub.2)-cPn                        1-2398                                                                            H   --                                                                              tBu      0 5-CH(OH)(CH.sub.2)O(CH.sub.2).sub.2 -cPn                 1-2399                                                                            H   --                                                                              tBu      0 5-CH(OH)(CH.sub.2).sub.2 O-cPn                           1-2400                                                                            H   --                                                                              tBu      0 5-CH(OH)(CH.sub.2).sub.2 O(CH.sub.2)-cPn                 1-2401                                                                            H   --                                                                              tBu      0 5-CH(OH)(CH.sub.2).sub.2 O(CH.sub.2).sub.2 -cPn          1-2402                                                                            H   --                                                                              tBu      0 5-CH(OH)(CH.sub.2).sub.3 O-cPn                           1-2403                                                                            H   --                                                                              tBu      0 5-CH(OH)(CH.sub.2).sub.3 O(CH.sub.2)-cPn                 1-2404                                                                            H   --                                                                              tBu      0 5-CH(OH)(CH.sub.2).sub.3 O(CH.sub.2).sub.2 -cPn          1-2405                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OH)(CH.sub.2)O-cPn                        1-2406                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OH)(CH.sub.2)O(CH.sub.2)-cPn              1-2407                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OH)(CH.sub.2)O(CH.sub.2).sub.2 -cPn       1-2408                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OH)(CH.sub.2).sub.2 O-cPn                 1-2409                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OH)(CH.sub.2).sub.2 O(CH.sub.2)-cPn       1-2410                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OH)(CH.sub.2).sub.2 O(CH.sub.2).sub.2                          -cPn                                                     1-2411                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OH)(CH.sub.2).sub.3 O-cPn                 1-2412                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OH)(CH.sub.2).sub.3 O(CH.sub.2)-cPn       1-2413                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OH)(CH.sub.2).sub.3 O(CH.sub.2).sub.2                          -cPn                                                     1-2414                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OH)(CH.sub.2)O-cPn                 1-2415                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OH)(CH.sub.2)O(CH.sub.2)-cPn       1-2416                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OH)(CH.sub.2)O(CH.sub.2).sub.2                          -cPn                                                     1-2417                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OH)(CH.sub.2).sub.2 O-cPn          1-2418                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OH)(CH.sub.2).sub.2 O(CH.sub.2)                         -cPn                                                     1-2419                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OH)(CH.sub.2).sub.2 O(CH.sub.2)                         .sub.2 -cPn                                              1-2420                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OH)(CH.sub.2).sub.3 O-cPn          1-2421                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OH)(CH.sub.2).sub.3 O(CH.sub.2)                         -cPn                                                     1-2422                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OH)(CH.sub.2).sub.3 O(CH.sub.2)                         .sub.2 -cPn                                              1-2423                                                                            H   --                                                                              tBu      0 5-CH(OB.sup.2)(CH.sub.2)O-cHx                            1-2424                                                                            H   --                                                                              tBu      0 5-CH(OB.sup.2)(CH.sub.2)O(CH.sub.2)-cHx                  1-2425                                                                            H   --                                                                              tBu      0 5-CH(OB.sup.2)(CH.sub.2)O(CH.sub.2).sub.2 -cHx           1-2426                                                                            H   --                                                                              tBu      0 5-CH(OB.sup.2)(CH.sub.2).sub.2 O-cHx                     1-2427                                                                            H   --                                                                              tBu      0 5-CH(OB.sup.2)(CH.sub.2).sub.2 O(CH.sub.2)-cHx           1-2428                                                                            H   --                                                                              tBu      0 5-CH(OB.sup.2)(CH.sub.2).sub.2 O(CH.sub.2).sub.2                              -cHx                                                     1-2429                                                                            H   --                                                                              tBu      0 5-CH(OB.sup.2)(CH.sub.2).sub.3 O-cHx                     1-2430                                                                            H   --                                                                              tBu      0 5-CH(OB.sup.2)(CH.sub.2).sub.3 O(CH.sub.2)-cHx           1-2431                                                                            H   --                                                                              tBu      0 5-CH(OB.sup.2)(CH.sub.2).sub.3 O(CH.sub.2).sub.2                              -cHx                                                     1-2432                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OB.sup.2)(CH.sub.2)O-cHx                  1-2433                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OB.sup.2)(CH.sub.2)O(CH.sub.2)-cHx        1-2434                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OB.sup.2)(CH.sub.2)O(CH.sub.2).sub.2                           -cHx                                                     1-2435                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OB.sup.2)(CH.sub.2).sub.2 O-cHx           1-2436                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OB.sup.2)(CH.sub.2).sub.2 O(CH.sub.2)-                         cHx                                                      1-2437                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OB.sup.2)(CH.sub.2).sub.2 O(CH.sub.2).                         sub.2 -cHx                                               1-2438                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OB.sup.2)(CH.sub.2).sub.3 O-cHx           1-2439                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OB.sup.2)(CH.sub.2).sub.3 O(CH.sub.2)-                         cHx                                                      1-2440                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OB.sup.2)(CH.sub.2).sub.3 O(CH.sub.2).                         sub.2 -cHx                                               1-2441                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OB.sup.2)(CH.sub.2)O-cHx           1-2442                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OB.sup.2)(CH.sub.2)O(CH.sub.2)-                         cHx                                                      1-2443                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OB.sup.2)(CH.sub.2)O(CH.sub.2).                         sub.2 -cHx                                               1-2444                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OB.sup.2)(CH.sub.2).sub.2                               O-cHx                                                    1-2445                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OB.sup.2)(CH.sub.2).sub.2                               O(CH.sub.2)-cHx                                          1-2446                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OB.sup.2)(CH.sub.2).sub.2                               O(CH.sub.2).sub.2 -cHx                                   1-2447                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OB.sup.2)(CH.sub.2).sub.3                               O-cHx                                                    1-2448                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OB.sup.2)(CH.sub.2).sub.3                               O(CH.sub.2)-cHx                                          1-2449                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OB.sup.2)(CH.sub.2).sub.3                               O(CH.sub.2).sub.2 -cHx                                   1-2450                                                                            H   --                                                                              tBu      0 5-CH(OB.sup.2)(CH.sub.2)O-cPn                            1-2451                                                                            H   --                                                                              tBu      0 5-CH(OB.sup.2)(CH.sub.2)O(CH.sub.2)-cPn                  1-2452                                                                            H   --                                                                              tBu      0 5-CH(OB.sup.2)(CH.sub.2)O(CH.sub.2).sub.2 -cPn           1-2453                                                                            H   --                                                                              tBu      0 5-CH(OB.sup.2)(CH.sub.2).sub.2 O-cPn                     1-2454                                                                            H   --                                                                              tBu      0 5-CH(OB.sup.2)(CH.sub.2).sub.2 O(CH.sub.2)-cPn           1-2455                                                                            H   --                                                                              tBu      0 5-CH(OB.sup.2)(CH.sub.2).sub.2 O(CH.sub.2).sub.2                              -cPn                                                     1-2456                                                                            H   --                                                                              tBu      0 5-CH(OB.sup.2)(CH.sub.2).sub.3 O-cPn                     1-2457                                                                            H   --                                                                              tBu      0 5-CH(OB.sup.2)(CH.sub.2).sub.3 O(CH.sub.2)-cPn           1-2458                                                                            H   --                                                                              tBu      0 5-CH(OB.sup.2)(CH.sub.2).sub.3 O(CH.sub.2).sub.2                              -cPn                                                     1-2459                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OB.sup.2)(CH.sub.2)O-cPn                  1-2460                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OB.sup.2)(CH.sub.2)O(CH.sub.2)-cPn        1-2461                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OB.sup.2)(CH.sub.2)O(CH.sub.2).sub.2                           -cPn                                                     1-2462                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OB.sup.2)(CH.sub.2).sub.2 O-cPn           1-2463                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OB.sup.2)(CH.sub.2).sub.2 O(CH.sub.2)-                         cPn                                                      1-2464                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OB.sup.2)(CH.sub.2).sub.2 O(CH.sub.2).                         sub.2 -cPn                                               1-2465                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OB.sup.2)(CH.sub.2).sub.3 O-cPn           1-2466                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OB.sup.2)(CH.sub.2).sub.3 O(CH.sub.2)-                         cPn                                                      1-2467                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OB.sup.2)(CH.sub.2).sub.3 O(CH.sub.2).                         sub.2 -cPn                                               1-2468                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OB.sup.2)(CH.sub.2)O-cPn           1-2469                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OB.sup.2)(CH.sub.2)O(CH.sub.2)-                         cPn                                                      1-2470                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OB.sup.2)(CH.sub.2)O(CH.sub.2).                         sub.2 -cPn                                               1-2471                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OB.sup.2)(CH.sub.2).sub.2                               O-cPn                                                    1-2472                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OB.sup.2)(CH.sub.2).sub.2                               O(CH.sub.2)-cPn                                          1-2473                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OB.sup.2)(CH.sub.2).sub.2                               O(CH.sub.2).sub.2 -cPn                                   1-2474                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OB.sup.2)(CH.sub.2).sub.3                               O-cPn                                                    1-2475                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OB.sup.2)(CH.sub.2).sub.3                               O(CH.sub.2)-cPn                                          1-2476                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OB.sup.2)(CH.sub.2).sub.3                               O(CH.sub.2).sub.2 -cPn                                   1-2477                                                                            H   --                                                                              tBu      0 5-CH(OE.sup.5)(CH.sub.2)O-cHx                            1-2478                                                                            H   --                                                                              tBu      0 5-CH(OE.sup.5)(CH.sub.2)O(CH.sub.2)-cHx                  1-2479                                                                            H   --                                                                              tBu      0 5-CH(OE.sup.5)(CH.sub.2)O(CH.sub.2).sub.2 -cHx           1-2480                                                                            H   --                                                                              tBu      0 5-CH(OE.sup.5)(CH.sub.2).sub.2 O-cHx                     1-2481                                                                            H   --                                                                              tBu      0 5-CH(OE.sup.5)(CH.sub.2).sub.2 O(CH.sub.2)-cHx           1-2482                                                                            H   --                                                                              tBu      0 5-CH(OE.sup.5)(CH.sub.2).sub.2 O(CH.sub.2).sub.2                              -cHx                                                     1-2483                                                                            H   --                                                                              tBu      0 5-CH(OE.sup.5)(CH.sub.2).sub.3 O-cHx                     1-2484                                                                            H   --                                                                              tBu      0 5-CH(OE.sup.5)(CH.sub.2).sub.3 O(CH.sub.2)-cHx           1-2485                                                                            H   --                                                                              tBu      0 5-CH(OE.sup.5)(CH.sub.2).sub.3 O(CH.sub.2).sub.2                              -cHx                                                     1-2486                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OE.sup.5)(CH.sub.2)O-cHx                  1-2487                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OE.sup.5)(CH.sub.2)O(CH.sub.2)-cHx        1-2488                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OE.sup.5)(CH.sub.2)O(CH.sub.2).sub.2                           -cHx                                                     1-2489                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OE.sup.5)(CH.sub.2).sub.2 O-cHx           1-2490                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OE.sup.5)(CH.sub.2).sub.2 O(CH.sub.2)-                         cHx                                                      1-2491                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OE.sup.5)(CH.sub.2).sub.2 O(CH.sub.2).                         sub.2 -cHx                                               1-2492                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OE.sup.5)(CH.sub.2).sub.3 O-cHx           1-2493                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OE.sup.5)(CH.sub.2).sub.3 O(CH.sub.2)-                         cHx                                                      1-2494                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OE.sup.5)(CH.sub.2).sub.3 O(CH.sub.2).                         sub.2 -cHx                                               1-2495                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OE.sup.5)(CH.sub.2)O-cHx           1-2496                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OE.sup.5)(CH.sub.2)O(CH.sub.2)-                         cHx                                                      1-2497                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OE.sup.5)(CH.sub.2)O(CH.sub.2).                         sub.2 -cHx                                               1-2498                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OE.sup.5)(CH.sub.2).sub.2                               O-cHx                                                    1-2499                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OE.sup.5)(CH.sub.2).sub.2                               O(CH.sub.2)-cHx                                          1-2500                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OE.sup.5)(CH.sub.2).sub.2                               O(CH.sub.2).sub.2 -cHx                                   1-2501                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OE.sup.5)(CH.sub.2).sub.3                               O-cHx                                                    1-2502                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OE.sup.5)(CH.sub.2).sub.3                               O(CH.sub.2)-cHx                                          1-2503                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OE.sup.5)(CH.sub.2).sub.3                               O(CH.sub.2).sub.2 -cHx                                   1-2504                                                                            H   --                                                                              tBu      0 5-CH(OE.sup.5)(CH.sub.2)O-cPn                            1-2505                                                                            H   --                                                                              tBu      0 5-CH(OE.sup.5)(CH.sub.2)O(CH.sub.2)-cPn                  1-2506                                                                            H   --                                                                              tBu      0 5-CH(OE.sup.5)(CH.sub.2)O(CH.sub.2).sub.2 -cPn           1-2507                                                                            H   --                                                                              tBu      0 5-CH(OE.sup.5)(CH.sub.2).sub.2 O-cPn                     1-2508                                                                            H   --                                                                              tBu      0 5-CH(OE.sup.5)(CH.sub.2).sub.2 O(CH.sub.2)-cPn           1-2509                                                                            H   --                                                                              tBu      0 5-CH(OE.sup.5)(CH.sub.2).sub.2 O(CH.sub.2).sub.2                              -cPn                                                     1-2510                                                                            H   --                                                                              tBu      0 5-CH(OE.sup.5)(CH.sub.2).sub.3 O-cPn                     1-2511                                                                            H   --                                                                              tBu      0 5-CH(OE.sup.5)(CH.sub.2).sub.3 O(CH.sub.2)-cPn           1-2512                                                                            H   --                                                                              tBu      0 5-CH(OE.sup.5)(CH.sub.2).sub.3 O(CH.sub.2).sub.2                              -cPn                                                     1-2513                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OE.sup.5)(CH.sub.2)O-cPn                  1-2514                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OE.sup.5)(CH.sub.2)O(CH.sub.2)-cPn        1-2515                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OE.sup.5)(CH.sub.2)O(CH.sub.2).sub.2                           -cPn                                                     1-2516                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OE.sup.5)(CH.sub.2).sub.2 O-cPn           1-2517                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OE.sup.5)(CH.sub.2).sub.2 O(CH.sub.2)-                         cPn                                                      1-2518                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OE.sup.5)(CH.sub.2).sub.2 O(CH.sub.2).                         sub.2 -cPn                                               1-2519                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OE.sup.5)(CH.sub.2).sub.3 O-cPn           1-2520                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OE.sup.5)(CH.sub.2).sub.3 O(CH.sub.2)-                         cPn                                                      1-2521                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OE.sup.5)(CH.sub.2).sub.3 O(CH.sub.2).                         sub.2 -cPn                                               1-2522                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OE.sup.5)(CH.sub.2)O-cPn           1-2523                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OE.sup.5)(CH.sub.2)O(CH.sub.2)-                         cPn                                                      1-2524                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OE.sup.5)(CH.sub.2)O(CH.sub.2).                         sub.2 -cPn                                               1-2525                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OE.sup.5)(CH.sub.2).sub.2                               O-cPn                                                    1-2526                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OE.sup.5)(CH.sub.2).sub.2                               O(CH.sub.2)-cPn                                          1-2527                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OE.sup.5)(CH.sub.2).sub.2                               O(CH.sub.2).sub.2 -cPn                                   1-2528                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OE.sup.5)(CH.sub.2).sub.3                               O-cPn                                                    1-2529                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OE.sup.5)(CH.sub.2).sub.3                               O(CH.sub.2)-cPn                                          1-2530                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OE.sup.5)(CH.sub.2).sub.3                               O(CH.sub.2).sub.2 -cPn                                   1-2531                                                                            H   --                                                                              tBu      0 5-CH(OB.sup.10)(CH.sub.2)O-cHx                           1-2532                                                                            H   --                                                                              tBu      0 5-CH(OB.sup.10)(CH.sub.2)O(CH.sub.2)-cHx                 1-2533                                                                            H   --                                                                              tBu      0 5-CH(OB.sup.10)(CH.sub.2)O(CH.sub.2).sub.2 -cHx          1-2534                                                                            H   --                                                                              tBu      0 5-CH(OB.sup.10)(CH.sub.2).sub.2 O-cHx                    1-2535                                                                            H   --                                                                              tBu      0 5-CH(OB.sup.10)(CH.sub.2).sub.2 O(CH.sub.2)-cHx          1-2536                                                                            H   --                                                                              tBu      0 5-CH(OB.sup.10)(CH.sub.2).sub.2 O(CH.sub.2).sub.2                             -cHx                                                     1-2537                                                                            H   --                                                                              tBu      0 5-CH(OB.sup.10)(CH.sub.2).sub.3 O-cHx                    1-2538                                                                            H   --                                                                              tBu      0 5-CH(OB.sup.10)(CH.sub.2).sub.3 O(CH.sub.2)-cHx          1-2539                                                                            H   --                                                                              tBu      0 5-CH(OB.sup.10)(CH.sub.2).sub.3 O(CH.sub.2).sub.2                             -cHx                                                     1-2540                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OB.sup.10)(CH.sub.2)O-cHx                 1-2541                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OB.sup.10)(CH.sub.2)O(CH.sub.2)-cHx       1-2542                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OB.sup.10)(CH.sub.2)O(CH.sub.2).sub.2                          -cHx                                                     1-2543                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OB.sup.10)(CH.sub.2).sub.2 O-cHx          1-2544                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OB.sup.10)(CH.sub.2).sub.2 O(CH.sub.2)                         -cHx                                                     1-2545                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OB.sup.10)(CH.sub.2).sub.2 O(CH.sub.2)                         .sub.2 -cHx                                              1-2546                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OB.sup.10)(CH.sub.2).sub.3 O-cHx          1-2547                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OB.sup.10)(CH.sub.2).sub.3 O(CH.sub.2)                         -cHx                                                     1-2548                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OB.sup.10)(CH.sub.2).sub.3 O(CH.sub.2)                         .sub.2 -cHx                                              1-2549                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OB.sup.10)(CH.sub.2)O-cHx          1-2550                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OB.sup.10)(CH.sub.2)O(CH.sub.2)                         -cHx                                                     1-2551                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OB.sup.10)(CH.sub.2)O(CH.sub.2)                         .sub.2 -cHx                                              1-2552                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OB.sup.10)(CH.sub.2).sub.2                              O-cHx                                                    1-2553                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OB.sup.10)(CH.sub.2).sub.2                              O(CH.sub.2)-cHx                                          1-2554                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OB.sup.10)(CH.sub.2).sub.2                              O(CH.sub.2).sub.2 -cHx                                   1-2555                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OB.sup.10)(CH.sub.2).sub.3                              O-cHx                                                    1-2556                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OB.sup.10)(CH.sub.2).sub.3                              O(CH.sub.2)-cHx                                          1-2557                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OB.sup.10)(CH.sub.2).sub.3                              O(CH.sub.2).sub.2 -cHx                                   1-2558                                                                            H   --                                                                              tBu      0 5-CH(OB.sup.10)(CH.sub.2)O-cPn                           1-2559                                                                            H   --                                                                              tBu      0 5-CH(OB.sup.10)(CH.sub.2)O(CH.sub.2)-cPn                 1-2560                                                                            H   --                                                                              tBu      0 5-CH(OB.sup.10)(CH.sub.2)O(CH.sub.2).sub.2 -cPn          1-2561                                                                            H   --                                                                              tBu      0 5-CH(OB.sup.10)(CH.sub.2).sub.2 O-cPn                    1-2562                                                                            H   --                                                                              tBu      0 5-CH(OB.sup.10)(CH.sub.2).sub.2 O(CH.sub.2)-cPn          1-2563                                                                            H   --                                                                              tBu      0 5-CH(OB.sup.10)(CH.sub.2).sub.2 O(CH.sub.2).sub.2                             -cPn                                                     1-2564                                                                            H   --                                                                              tBu      0 5-CH(OB.sup.10)(CH.sub.2).sub.3 O-cPn                    1-2565                                                                            H   --                                                                              tBu      0 5-CH(OB.sup.10)(CH.sub.2).sub.3 O(CH.sub.2)-cPn          1-2566                                                                            H   --                                                                              tBu      0 5-CH(OB.sup.10)(CH.sub.2).sub.3 O(CH.sub.2).sub.2                             -cPn                                                     1-2567                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OB.sup.10)(CH.sub.2)O-cPn                 1-2568                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OB.sup.10)(CH.sub.2)O(CH.sub.2)-cPn       1-2569                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OB.sup.10)(CH.sub.2)O(CH.sub.2).sub.2                          -cPn                                                     1-2570                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OB.sup.10)(CH.sub.2).sub.2 O-cPn          1-2571                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OB.sup.10)(CH.sub.2).sub.2 O(CH.sub.2)                         -cPn                                                     1-2572                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OB.sup.10)(CH.sub.2).sub.2 O(CH.sub.2)                         .sub.2 -cPn                                              1-2573                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OB.sup.10)(CH.sub.2).sub.3 O-cPn          1-2574                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OB.sup.10)(CH.sub.2).sub.3 O(CH.sub.2)                         -cPn                                                     1-2575                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OB.sup.10)(CH.sub.2).sub.3 O(CH.sub.2)                         .sub.2 -cPn                                              1-2576                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OB.sup.10)(CH.sub.2)O-cPn          1-2577                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OB.sup.10)(CH.sub.2)O(CH.sub.2)                         -cPn                                                     1-2578                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OB.sup.10)(CH.sub.2)O(CH.sub.2)                         .sub.2 -cPn                                              1-2579                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OB.sup.10)(CH.sub.2).sub.2                              O-cPn                                                    1-2580                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OB.sup.10)(CH.sub.2).sub.2                              O(CH.sub.2)-cPn                                          1-2581                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OB.sup.10)(CH.sub.2).sub.2                              O(CH.sub.2).sub.2 -cPn                                   1-2582                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OB.sup.10)(CH.sub.2).sub.3                              O-cPn                                                    1-2583                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OB.sup.10)(CH.sub.2).sub.3                              O(CH.sub.2)-cPn                                          1-2584                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OB.sup.10)(CH.sub.2).sub.3                              O(CH.sub.2).sub.2 -cPn                                   1-2585                                                                            H   --                                                                              tBu      0 5-CH(OB.sup.4)(CH.sub.2)O-cHx                            1-2586                                                                            H   --                                                                              tBu      0 5-CH(OB.sup.4)(CH.sub.2)O(CH.sub.2)-cHx                  1-2587                                                                            H   --                                                                              tBu      0 5-CH(OB.sup.4)(CH.sub.2)O(CH.sub.2).sub.2 -cHx           1-2588                                                                            H   --                                                                              tBu      0 5-CH(OB.sup.4)(CH.sub.2).sub.2 O-cHx                     1-2589                                                                            H   --                                                                              tBu      0 5-CH(OB.sup.4)(CH.sub.2).sub.2 O(CH.sub.2)-cHx           1-2590                                                                            H   --                                                                              tBu      0 5-CH(OB.sup.4)(CH.sub.2).sub.2 O(CH.sub.2).sub.2                              -cHx                                                     1-2591                                                                            H   --                                                                              tBu      0 5-CH(OB.sup.4)(CH.sub.2).sub.3 O-cHx                     1-2592                                                                            H   --                                                                              tBu      0 5-CH(OB.sup.4)(CH.sub.2).sub.3 O(CH.sub.2)-cHx           1-2593                                                                            H   --                                                                              tBu      0 5-CH(OB.sup.4)(CH.sub.2).sub.3 O(CH.sub.2).sub.2                              -cHx                                                     1-2594                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OB.sup.4)(CH.sub.2)O-cHx                  1-2595                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OB.sup.4)(CH.sub.2)O(CH.sub.2)-cHx        1-2596                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OB.sup.4)(CH.sub.2)O(CH.sub.2).sub.2                           -cHx                                                     1-2597                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OB.sup.4)(CH.sub.2).sub.2 O-cHx           1-2598                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OB.sup.4)(CH.sub.2).sub.2 O(CH.sub.2)-                         cHx                                                      1-2599                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OB.sup.4)(CH.sub.2).sub.2 O(CH.sub.2).                         sub.2 -cHx                                               1-2600                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OB.sup.4)(CH.sub.2).sub.3 O-cHx           1-2601                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OB.sup.4)(CH.sub.2).sub.3 O(CH.sub.2)-                         cHx                                                      1-2602                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OB.sup.4)(CH.sub.2).sub.3 O(CH.sub.2).                         sub.2 -cHx                                               1-2603                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OB.sup.4)(CH.sub.2)O-cHx           1-2604                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OB.sup.4)(CH.sub.2)O(CH.sub.2)-                         cHx                                                      1-2605                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OB.sup.4)(CH.sub.2)O(CH.sub.2).                         sub.2 -cHx                                               1-2606                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OB.sup.4)(CH.sub.2).sub.2                               O-cHx                                                    1-2607                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OB.sup.4)(CH.sub.2).sub.2                               O(CH.sub.2)-cHx                                          1-2608                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OB.sup.4)(CH.sub.2).sub.2                               O(CH.sub.2).sub.2 -cHx                                   1-2609                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OB.sup.4)(CH.sub.2).sub.3                               O-cHx                                                    1-2610                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OB.sup.4)(CH.sub.2).sub.3                               O(CH.sub.2)-cHx                                          1-2611                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OB.sup.4)(CH.sub.2).sub.3                               O(CH.sub.2).sub.2 -cHx                                   1-2612                                                                            H   --                                                                              tBu      0 5-CH(OB.sup.4)(CH.sub.2)O-cPn                            1-2613                                                                            H   --                                                                              tBu      0 5-CH(OB.sup.4)(CH.sub.2)O(CH.sub.2)-cPn                  1-2614                                                                            H   --                                                                              tBu      0 5-CH(OB.sup.4)(CH.sub.2)O(CH.sub.2).sub.2 -cPn           1-2615                                                                            H   --                                                                              tBu      0 5-CH(OB.sup.4)(CH.sub.2).sub.2 O-cPn                     1-2616                                                                            H   --                                                                              tBu      0 5-CH(OB.sup.4)(CH.sub.2).sub.2 O(CH.sub.2)-cPn           1-2617                                                                            H   --                                                                              tBu      0 5-CH(OB.sup.4)(CH.sub.2).sub.2 O(CH.sub.2).sub.2                              -cPn                                                     1-2618                                                                            H   --                                                                              tBu      0 5-CH(OB.sup.4)(CH.sub.2).sub.3 O-cPn                     1-2619                                                                            H   --                                                                              tBu      0 5-CH(OB.sup.4)(CH.sub.2).sub.3 O(CH.sub.2)-cPn           1-2620                                                                            H   --                                                                              tBu      0 5-CH(OB.sup.4)(CH.sub.2).sub.3 O(CH.sub.2).sub.2                              -cPn                                                     1-2621                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OB.sup.4)(CH.sub.2)O-cPn                  1-2622                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OB.sup.4)(CH.sub.2)O(CH.sub.2)-cPn        1-2623                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OB.sup.4)(CH.sub.2)O(CH.sub.2).sub.2                           -cPn                                                     1-2624                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OB.sup.4)(CH.sub.2).sub.2 O-cPn           1-2625                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OB.sup.4)(CH.sub.2).sub.2 O(CH.sub.2)-                         cPn                                                      1-2626                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OB.sup.4)(CH.sub.2).sub.2 O(CH.sub.2).                         sub.2 -cPn                                               1-2627                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OB.sup.4)(CH.sub.2).sub.3 O-cPn           1-2628                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OB.sup.4)(CH.sub.2).sub.3 O(CH.sub.2)-                         cPn                                                      1-2629                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OB.sup.4)(CH.sub.2).sub.3 O(CH.sub.2).                         sub.2 -cPn                                               1-2630                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OB.sup.4)(CH.sub.2)O-cPn           1-2631                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OB.sup.4)(CH.sub.2)O(CH.sub.2)-                         cPn                                                      1-2632                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OB.sup.4)(CH.sub.2)O(CH.sub.2).                         sub.2 -cPn                                               1-2633                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OB.sup.4)(CH.sub.2).sub.2                               O-cPn                                                    1-2634                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OB.sup.4)(CH.sub.2).sub.2                               O(CH.sub.2)-cPn                                          1-2635                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OB.sup.4)(CH.sub.2).sub.2                               O(CH.sub.2).sub.2 -cPn                                   1-2636                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OB.sup.4)(CH.sub.2).sub.3                               O-cPn                                                    1-2637                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OB.sup.4)(CH.sub.2).sub.3                               O(CH.sub.2)-cPn                                          1-2638                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OB.sup.4)(CH.sub.2).sub.3                               O(CH.sub.2).sub.2 -cPn                                   1-2639                                                                            H   --                                                                              tBu      0 5-CH(OB.sup.2)(CH.sub.2)O-cHx                                                 Na salt                                                  1-2640                                                                            H   --                                                                              tBu      0 5-CH(OB.sup.2)(CH.sub.2)O(CH.sub.2)-cHx                                       Na salt                                                  1-2641                                                                            H   --                                                                              tBu      0 5-CH(OB.sup.2)(CH.sub.2)O(CH.sub.2).sub.2 -cHx                                Na salt                                                  1-2642                                                                            H   --                                                                              tBu      0 5-CH(OB.sup.2)(CH.sub.2).sub.2 O-cHx                                          Na salt                                                  1-2643                                                                            H   --                                                                              tBu      0 5-CH(OB.sup.2)(CH.sub.2).sub.2 O(CH.sub.2)-cHx                                Na salt                                                  1-2644                                                                            H   --                                                                              tBu      0 5-CH(OB.sup.2)(CH.sub.2).sub.2 O(CH.sub.2).sub.2                              -cHx                                                                          Na salt                                                  1-2645                                                                            H   --                                                                              tBu      0 5-CH(OB.sup.2)(CH.sub.2).sub.3 O-cHx                                          Na salt                                                  1-2646                                                                            H   --                                                                              tBu      0 5-CH(OB.sup.2)(CH.sub.2).sub.3 O(CH.sub.2)-cHx                                Na salt                                                  1-2647                                                                            H   --                                                                              tBu      0 5-CH(OB.sup.2)(CH.sub.2).sub.3 O(CH.sub.2).sub.2                              -cHx                                                                          Na salt                                                  1-2648                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OB.sup.2)(CH.sub.2)O-cHx                                       Na salt                                                  1-2649                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OB.sup.2)(CH.sub.2)O(CH.sub.2)-cHx                             Na salt                                                  1-2650                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OB.sup.2)(CH.sub.2)O(CH.sub.2).sub.2                           -cHx                                                                          Na salt                                                  1-2651                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OB.sup.2)(CH.sub.2).sub.2 O-cHx                                Na salt                                                  1-2652                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OB.sup.2)(CH.sub.2).sub.2 O(CH.sub.2)-                         cHx                                                                           Na salt                                                  1-2653                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OB.sup.2)(CH.sub.2).sub.2 O(CH.sub.2).                         sub.2 -cHx                                                                    Na salt                                                  1-2654                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OB.sup.2)(CH.sub.2).sub.3 O-cHx                                Na salt                                                  1-2655                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OB.sup.2)(CH.sub.2).sub.3 O(CH.sub.2)-                         cHx                                                                           Na salt                                                  1-2656                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OB.sup.2)(CH.sub.2).sub.3 O(CH.sub.2).                         sub.2 -cHx                                                                    Na salt                                                  1-2657                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OB.sup.2)(CH.sub.2)O-cHx                                Na salt                                                  1-2658                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OB.sup.2)(CH.sub.2)O(CH.sub.2)-                         cHx                                                                           Na salt                                                  1-2659                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OB.sup.2)(CH.sub.2)O(CH.sub.2).                         sub.2 -cHx                                                                    Na salt                                                  1-2660                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OB.sup.2)(CH.sub.2).sub.2                               O-cHx                                                                         Na salt                                                  1-2661                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OB.sup.2)(CH.sub.2).sub.2                               O(CH.sub.2)-cHx                                                               Na salt                                                  1-2662                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OB.sup.2)(CH.sub.2).sub.2                               O(CH.sub.2).sub.2 -cHx                                                        Na salt                                                  1-2663                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OB.sup.2)(CH.sub.2).sub.3                               O-cHx                                                                         Na salt                                                  1-2664                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OB.sup.2)(CH.sub.2).sub.3                               O(CH.sub.2)-cHx                                                               Na salt                                                  1-2665                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OB.sup.2)(CH.sub.2).sub.3                               O(CH.sub.2).sub.2 -cHx                                                        Na salt                                                  1-2666                                                                            H   --                                                                              tBu      0 5-CH(OB.sup.2)(CH.sub.2)O-cPn                                                 Na salt                                                  1-2667                                                                            H   --                                                                              tBu      0 5-CH(OB.sup.2)(CH.sub.2)O(CH.sub.2)-cPn                                       Na salt                                                  1-2668                                                                            H   --                                                                              tBu      0 5-CH(OB.sup.2)(CH.sub.2)O(CH.sub.2).sub.2 -cPn                                Na salt                                                  1-2669                                                                            H   --                                                                              tBu      0 5-CH(OB.sup.2)(CH.sub.2).sub.2 O-cPn                                          Na salt                                                  1-2670                                                                            H   --                                                                              tBu      0 5-CH(OB.sup.2)(CH.sub.2).sub.2 O(CH.sub.2)-cPn                                Na salt                                                  1-2671                                                                            H   --                                                                              tBu      0 5-CH(OB.sup.2)(CH.sub.2).sub.2 O(CH.sub.2).sub.2                              -cPn                                                                          Na salt                                                  1-2672                                                                            H   --                                                                              tBu      0 5-CH(OB.sup.2)(CH.sub.2).sub.3 O-cPn                                          Na salt                                                  1-2673                                                                            H   --                                                                              tBu      0 5-CH(OB.sup.2)(CH.sub.2).sub.3 O(CH.sub.2)-cPn                                Na salt                                                  1-2674                                                                            H   --                                                                              tBu      0 5-CH(OB.sup.2)(CH.sub.2).sub.3 O(CH.sub.2).sub.2                              -cPn                                                                          Na salt                                                  1-2675                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OB.sup.2)(CH.sub.2)O-cPn                                       Na salt                                                  1-2676                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OB.sup.2)(CH.sub.2)O(CH.sub.2)-cPn                             Na salt                                                  1-2677                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OB.sup.2)(CH.sub.2)O(CH.sub.2).sub.2                           -cPn                                                                          Na salt                                                  1-2678                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OB.sup.2)(CH.sub.2).sub.2 O-cPn                                Na salt                                                  1-2679                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OB.sup.2)(CH.sub.2).sub.2 O(CH.sub.2)-                         cPn                                                                           Na salt                                                  1-2680                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OB.sup.2)(CH.sub.2).sub.2 O(CH.sub.2).                         sub.2 -cPn                                                                    Na salt                                                  1-2681                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OB.sup.2)(CH.sub.2).sub.3 O-cPn                                Na salt                                                  1-2682                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OB.sup.2)(CH.sub.2).sub.3 O(CH.sub.2)-                         cPn                                                                           Na salt                                                  1-2683                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OB.sup.2)(CH.sub.2).sub.3 O(CH.sub.2).                         sub.2 -cPn                                                                    Na salt                                                  1-2684                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OB.sup.2)(CH.sub.2)O-cPn                                Na salt                                                  1-2685                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OB.sup.2)(CH.sub.2)O(CH.sub.2)-                         cPn                                                                           Na salt                                                  1-2686                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OB.sup.2)(CH.sub.2)O(CH.sub.2).                         sub.2 -cPn                                                                    Na salt                                                  1-2687                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OB.sup.2)(CH.sub.2).sub.2                               O-cPn                                                                         Na salt                                                  1-2688                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OB.sup.2)(CH.sub.2).sub.2                               O(CH.sub.2)-cPn                                                               Na salt                                                  1-2689                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OB.sup.2)(CH.sub.2).sub.2                               O(CH.sub.2).sub.2 -cPn                                                        Na salt                                                  1-2690                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OB.sup.2)(CH.sub.2).sub.3                               O-cPn                                                                         Na salt                                                  1-2691                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OB.sup.2)(CH.sub.2).sub.3                               O(CH.sub.2)-cPn                                                               Na salt                                                  1-2692                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OB.sup.2)(CH.sub.2).sub.3                               O(CH.sub.2).sub.2 -cPn                                                        Na salt                                                  1-2693                                                                            H   --                                                                              tBu      0 5-CH(OE.sup.5)(CH.sub.2)O-cHx                                                 HCl                                                      1-2694                                                                            H   --                                                                              tBu      0 5-CH(OE.sup.5)(CH.sub.2)O(CH.sub.2)-cHx                                       HCl                                                      1-2695                                                                            H   --                                                                              tBu      0 5-CH(OE.sup.5)(CH.sub.2)O(CH.sub.2).sub.2 -cHx                                HCl                                                      1-2696                                                                            H   --                                                                              tBu      0 5-CH(OE.sup.5)(CH.sub.2).sub.2 O-cHx                                          HCl                                                      1-2697                                                                            H   --                                                                              tBu      0 5-CH(OE.sup.5)(CH.sub.2).sub.2 O(CH.sub.2)-cHx                                HCl                                                      1-2698                                                                            H   --                                                                              tBu      0 5-CH(OE.sup.5)(CH.sub.2).sub.2 O(CH.sub.2).sub.2                              -cHx                                                                          HCl                                                      1-2699                                                                            H   --                                                                              tBu      0 5-CH(OE.sup.5)(CH.sub.2).sub.3 O-cHx                                          HCl                                                      1-2700                                                                            H   --                                                                              tBu      0 5-CH(OE.sup.5)(CH.sub.2).sub.3 O(CH.sub.2)-cHx                                HCl                                                      1-2701                                                                            H   --                                                                              tBu      0 5-CH(OE.sup.5)(CH.sub.2).sub.3 O(CH.sub.2).sub.2                              -cHx                                                                          HCl                                                      1-2702                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OE.sup.5)(CH.sub.2)O-cHx                                       HCl                                                      1-2703                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OE.sup.5)(CH.sub.2)O(CH.sub.2)-cHx                             HCl                                                      1-2704                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OE.sup.5)(CH.sub.2)O(CH.sub.2).sub.2                           -cHx                                                                          HCl                                                      1-2705                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OE.sup.5)(CH.sub.2).sub.2 O-cHx                                HCl                                                      1-2706                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OE.sup.5)(CH.sub.2).sub.2 O(CH.sub.2)-                         cHx                                                                           HCl                                                      1-2707                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OE.sup.5)(CH.sub.2).sub.2 O(CH.sub.2).                         sub.2 -cHx                                                                    HCl                                                      1-2708                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OE.sup.5)(CH.sub.2).sub.3 O-cHx                                HCl                                                      1-2709                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OE.sup.5)(CH.sub.2).sub.3 O(CH.sub.2)-                         cHx                                                                           HCl                                                      1-2710                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OE.sup.5)(CH.sub.2).sub.3 O(CH.sub.2).                         sub.2 -cHx                                                                    HCl                                                      1-2711                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OE.sup.5)(CH.sub.2)O-cHx                                HCl                                                      1-2712                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OE.sup.5)(CH.sub.2)O(CH.sub.2)-                         cHx                                                                           HCl                                                      1-2713                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OE.sup.5)(CH.sub.2)O(CH.sub.2).                         sub.2 -cHx                                                                    HCl                                                      1-2714                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OE.sup.5)(CH.sub.2).sub.2                               O-cHx                                                                         HCl                                                      1-2715                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OE.sup.5)(CH.sub.2).sub.2                               O(CH.sub.2)-cHx                                                               HCl                                                      1-2716                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OE.sup.5)(CH.sub.2).sub.2                               O(CH.sub.2).sub.2 -cHx                                                        HCl                                                      1-2717                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OE.sup.5)(CH.sub.2).sub.3                               O-cHx                                                                         HCl                                                      1-2718                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OE.sup.5)(CH.sub.2).sub.3                               O(CH.sub.2)-cHx                                                               HCl                                                      1-2719                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OE.sup.5)(CH.sub.2).sub.3                               O(CH.sub.2).sub.2 -cHx                                                        HCl                                                      1-2720                                                                            H   --                                                                              tBu      0 5-CH(OE.sup.5)(CH.sub.2)O-cPn                                                 HCl                                                      1-2721                                                                            H   --                                                                              tBu      0 5-CH(OE.sup.5)(CH.sub.2)O(CH.sub.2)-cPn                                       HCl                                                      1-2722                                                                            H   --                                                                              tBu      0 5-CH(OE.sup.5)(CH.sub.2)O(CH.sub.2).sub.2 -cPn                                HCl                                                      1-2723                                                                            H   --                                                                              tBu      0 5-CH(OE.sup.5)(CH.sub.2).sub.2 O-cPn                                          HCl                                                      1-2724                                                                            H   --                                                                              tBu      0 5-CH(OE.sup.5)(CH.sub.2).sub.2 O(CH.sub.2)-cPn                                HCl                                                      1-2725                                                                            H   --                                                                              tBu      0 5-CH(OE.sup.5)(CH.sub.2).sub.2 O(CH.sub.2).sub.2                              -cPn                                                                          HCl                                                      1-2726                                                                            H   --                                                                              tBu      0 5-CH(OE.sup.5)(CH.sub.2).sub.3 O-cPn                                          HCl                                                      1-2727                                                                            H   --                                                                              tBu      0 5-CH(OE.sup.5)(CH.sub.2).sub.3 O(CH.sub.2)-cPn                                HCl                                                      1-2728                                                                            H   --                                                                              tBu      0 5-CH(OE.sup.5)(CH.sub.2).sub.3 O(CH.sub.2).sub.2                              -cPn                                                                          HCl                                                      1-2729                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OE.sup.5)(CH.sub.2)O-cPn                                       HCl                                                      1-2730                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OE.sup.5)(CH.sub.2)O(CH.sub.2)-cPn                             HCl                                                      1-2731                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OE.sup.5)(CH.sub.2)O(CH.sub.2).sub.2                           -cPn                                                                          HCl                                                      1-2732                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OE.sup.5)(CH.sub.2).sub.2 O-cPn                                HCl                                                      1-2733                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OE.sup.5)(CH.sub.2).sub.2 O(CH.sub.2)-                         cPn                                                                           HCl                                                      1-2734                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OE.sup.5)(CH.sub.2).sub.2 O(CH.sub.2).                         sub.2 -cPn                                                                    HCl                                                      1-2735                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OE.sup.5)(CH.sub.2).sub.3 O-cPn                                HCl                                                      1-2736                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OE.sup.5)(CH.sub.2).sub.3 O(CH.sub.2)-                         cPn                                                                           HCl                                                      1-2737                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OE.sup.5)(CH.sub.2).sub.3 O(CH.sub.2).                         sub.2 -cPn                                                                    HCl                                                      1-2738                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OE.sup.5)(CH.sub.2)O-cPn                                HCl                                                      1-2739                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OE.sup.5)(CH.sub.2)O(CH.sub.2)-                         cPn                                                                           HCl                                                      1-2740                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OE.sup.5)(CH.sub.2)O(CH.sub.2).                         sub.2 -cPn                                                                    HCl                                                      1-2741                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OE.sup.5)(CH.sub.2).sub.2                               O-cPn                                                                         HCl                                                      1-2742                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OE.sup.5)(CH.sub.2).sub.2                               O(CH.sub.2)-cPn                                                               HCl                                                      1-2743                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OE.sup.5)(CH.sub.2).sub.2                               O(CH.sub.2).sub.2 -cPn                                                        HCl                                                      1-2744                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OE.sup.5)(CH.sub.2).sub.3                               O-cPn                                                                         HCl                                                      1-2745                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OE.sup.5)(CH.sub.2).sub.3                               O(CH.sub.2)-cPn                                                               HCl                                                      1-2746                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OE.sup.5)(CH.sub.2).sub.3                               O(CH.sub.2).sub.2 -cPn                                                        HCl                                                      1-2747                                                                            H   --                                                                              tBu      0 5-CH(OB.sup.10)(CH.sub.2)O-cHx                                                Na salt                                                  1-2748                                                                            H   --                                                                              tBu      0 5-CH(OB.sup.10)(CH.sub.2)O(CH.sub.2)-cHx                                      Na salt                                                  1-2749                                                                            H   --                                                                              tBu      0 5-CH(OB.sup.10)(CH.sub.2)O(CH.sub.2).sub.2 -cHx                               Na salt                                                  1-2750                                                                            H   --                                                                              tBu      0 5-CH(OB.sup.10)(CH.sub.2).sub.2 O-cHx                                         Na salt                                                  1-2751                                                                            H   --                                                                              tBu      0 5-CH(OB.sup.10)(CH.sub.2).sub.2 O(CH.sub.2)-cHx                               Na salt                                                  1-2752                                                                            H   --                                                                              tBu      0 5-CH(OB.sup.10)(CH.sub.2).sub.2 O(CH.sub.2).sub.2                             -cHx                                                                          Na salt                                                  1-2753                                                                            H   --                                                                              tBu      0 5-CH(OB.sup.10)(CH.sub.2).sub.3 O-cHx                                         Na salt                                                  1-2754                                                                            H   --                                                                              tBu      0 5-CH(OB.sup.10)(CH.sub.2).sub.3 O(CH.sub.2)-cHx                               Na salt                                                  1-2755                                                                            H   --                                                                              tBu      0 5-CH(OB.sup.10)(CH.sub.2).sub.3 O(CH.sub.2).sub.2                             -cHx                                                                          Na salt                                                  1-2756                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OB.sup.10)(CH.sub.2)O-cHx                                      Na salt                                                  1-2757                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OB.sup.10)(CH.sub.2)O(CH.sub.2)-cHx                            Na salt                                                  1-2758                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OB.sup.10)(CH.sub.2)O(CH.sub.2).sub.2                          -cHx                                                                          Na salt                                                  1-2759                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OB.sup.10)(CH.sub.2).sub.2 O-cHx                               Na salt                                                  1-2760                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OB.sup.10)(CH.sub.2).sub.2 O(CH.sub.2)                         -cHx                                                                          Na salt                                                  1-2761                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OB.sup.10)(CH.sub.2).sub.2 O(CH.sub.2)                         .sub.2 -cHx                                                                   Na salt                                                  1-2762                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OB.sup.10)(CH.sub.2).sub.3 O-cHx                               Na salt                                                  1-2763                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OB.sup.10)(CH.sub.2).sub.3 O(CH.sub.2)                         -cHx                                                                          Na salt                                                  1-2764                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OB.sup.10)(CH.sub.2).sub.3 O(CH.sub.2)                         .sub.2 -cHx                                                                   Na salt                                                  1-2765                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OB.sup.10)(CH.sub.2)O-cHx                               Na salt                                                  1-2766                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OB.sup.10)(CH.sub.2)O(CH.sub.2)                         -cHx                                                                          Na salt                                                  1-2767                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OB.sup.10)(CH.sub.2)O(CH.sub.2)                         .sub.2 -cHx                                                                   Na salt                                                  1-2768                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OB.sup.10)(CH.sub.2).sub.2                              O-cHx                                                                         Na salt                                                  1-2769                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OB.sup.10)(CH.sub.2).sub.2                              O(CH.sub.2)-cHx                                                               Na salt                                                  1-2770                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OB.sup.10)(CH.sub.2).sub.2                              O(CH.sub.2).sub.2 -cHx                                                        Na salt                                                  1-2771                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OB.sup.10)(CH.sub.2).sub.3                              O-cHx                                                                         Na salt                                                  1-2772                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OB.sup.10)(CH.sub.2).sub.3                              O(CH.sub.2)-cHx                                                               Na salt                                                  1-2773                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OB.sup.10)(CH.sub.2).sub.3                              O(CH.sub.2).sub.2 -cHx                                                        Na salt                                                  1-2774                                                                            H   --                                                                              tBu      0 5-CH(OB.sup.10)(CH.sub.2)O-cPn                                                Na salt                                                  1-2775                                                                            H   --                                                                              tBu      0 5-CH(OB.sup.10)(CH.sub.2)O(CH.sub.2)-cPn                                      Na salt                                                  1-2776                                                                            H   --                                                                              tBu      0 5-CH(OB.sup.10)(CH.sub.2)O(CH.sub.2).sub.2 -cPn                               Na salt                                                  1-2777                                                                            H   --                                                                              tBu      0 5-CH(OB.sup.10)(CH.sub.2).sub.2 O-cPn                                         Na salt                                                  1-2778                                                                            H   --                                                                              tBu      0 5-CH(OB.sup.10)(CH.sub.2).sub.2 O(CH.sub.2)-cPn                               Na salt                                                  1-2779                                                                            H   --                                                                              tBu      0 5-CH(OB.sup.10)(CH.sub.2).sub.2 O(CH.sub.2).sub.2                             -cPn                                                                          Na salt                                                  1-2780                                                                            H   --                                                                              tBu      0 5-CH(OB.sup.10)(CH.sub.2).sub.3 O-cPn                                         Na salt                                                  1-2781                                                                            H   --                                                                              tBu      0 5-CH(OB.sup.10)(CH.sub.2).sub.3 O(CH.sub.2)-cPn                               Na salt                                                  1-2782                                                                            H   --                                                                              tBu      0 5-CH(OB.sup.10)(CH.sub.2).sub.3 O(CH.sub.2).sub.2                             -cPn                                                                          Na salt                                                  1-2783                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OB.sup.10)(CH.sub.2)O-cPn                                      Na salt                                                  1-2784                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OB.sup.10)(CH.sub.2)O(CH.sub.2)-cPn                            Na salt                                                  1-2785                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OB.sup.10)(CH.sub.2)O(CH.sub.2).sub.2                          -cPn                                                                          Na salt                                                  1-2786                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OB.sup.10)(CH.sub.2).sub.2 O-cPn                               Na salt                                                  1-2787                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OB.sup.10)(CH.sub.2).sub.2 O(CH.sub.2)                         -cPn                                                                          Na salt                                                  1-2788                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OB.sup.10)(CH.sub.2).sub.2 O(CH.sub.2)                         .sub.2 -cPn                                                                   Na salt                                                  1-2789                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OB.sup.10)(CH.sub.2).sub.3 O-cPn                               Na salt                                                  1-2790                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OB.sup.10)(CH.sub.2).sub.3 O(CH.sub.2)                         -cPn                                                                          Na salt                                                  1-2791                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OB.sup.10)(CH.sub.2).sub.3 O(CH.sub.2)                         .sub.2 -cPn                                                                   Na salt                                                  1-2792                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OB.sup.10)(CH.sub.2)O-cPn                               Na salt                                                  1-2793                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OB.sup.10)(CH.sub.2)O(CH.sub.2)                         -cPn                                                                          Na salt                                                  1-2794                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OB.sup.10)(CH.sub.2)O(CH.sub.2)                         .sub.2 -cPn                                                                   Na salt                                                  1-2795                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OB.sup.10)(CH.sub.2).sub.2                              O-cPn                                                                         Na salt                                                  1-2796                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OB.sup.10)(CH.sub.2).sub.2                              O(CH.sub.2)-cPn                                                               Na salt                                                  1-2797                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OB.sup.10)(CH.sub.2).sub.2                              O(CH.sub.2).sub.2 -cPn                                                        Na salt                                                  1-2798                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OB.sup.10)(CH.sub.2).sub.3                              O-cPn                                                                         Na salt                                                  1-2799                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OB.sup.10)(CH.sub.2).sub.3                              O(CH.sub.2)-cPn                                                               Na salt                                                  1-2800                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OB.sup.10)(CH.sub.2).sub.3                              O(CH.sub.2).sub.2 -cPn                                                        Na salt                                                  1-2801                                                                            H   --                                                                              tBu      0 5-CH(OB.sup.4)(CH.sub.2)O-cHx                                                 Na salt                                                  1-2802                                                                            H   --                                                                              tBu      0 5-CH(OB.sup.4)(CH.sub.2)O(CH.sub.2)-cHx                                       Na salt                                                  1-2803                                                                            H   --                                                                              tBu      0 5-CH(OB.sup.4)(CH.sub.2)O(CH.sub.2).sub.2 -cHx                                Na salt                                                  1-2804                                                                            H   --                                                                              tBu      0 5-CH(OB.sup.4)(CH.sub.2).sub.2 O-cHx                                          Na salt                                                  1-2805                                                                            H   --                                                                              tBu      0 5-CH(OB.sup.4)(CH.sub.2).sub.2 O(CH.sub.2)-cHx                                Na salt                                                  1-2806                                                                            H   --                                                                              tBu      0 5-CH(OB.sup.4)(CH.sub.2).sub.2 O(CH.sub.2).sub.2                              -cHx                                                                          Na salt                                                  1-2807                                                                            H   --                                                                              tBu      0 5-CH(OB.sup.4)(CH.sub.2).sub.3 O-cHx                                          Na salt                                                  1-2808                                                                            H   --                                                                              tBu      0 5-CH(OB.sup.4)(CH.sub.2).sub.3 O(CH.sub.2)-cHx                                Na salt                                                  1-2809                                                                            H   --                                                                              tBu      0 5-CH(OB.sup.4)(CH.sub.2).sub.3 O(CH.sub.2).sub.2                              -cHx                                                                          Na salt                                                  1-2810                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OB.sup.4)(CH.sub.2)O-cHx                                       Na salt                                                  1-2811                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OB.sup.4)(CH.sub.2)O(CH.sub.2)-cHx                             Na salt                                                  1-2812                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OB.sup.4)(CH.sub.2)O(CH.sub.2).sub.2                           -cHx                                                                          Na salt                                                  1-2813                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OB.sup.4)(CH.sub.2).sub.2 O-cHx                                Na salt                                                  1-2814                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OB.sup.4)(CH.sub.2).sub.2 O(CH.sub.2)-                         cHx                                                                           Na salt                                                  1-2815                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OB.sup.4)(CH.sub.2).sub.2 O(CH.sub.2).                         sub.2 -cHx                                                                    Na salt                                                  1-2816                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OB.sup.4)(CH.sub.2).sub.3 O-cHx                                Na salt                                                  1-2817                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OB.sup.4)(CH.sub.2).sub.3 O(CH.sub.2)-                         cHx                                                                           Na salt                                                  1-2818                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OB.sup.4)(CH.sub.2).sub.3 O(CH.sub.2).                         sub.2 -cHx                                                                    Na salt                                                  1-2819                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OB.sup.4)(CH.sub.2)O-cHx                                Na salt                                                  1-2820                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OB.sup.4)(CH.sub.2)O(CH.sub.2)-                         cHx                                                                           Na salt                                                  1-2821                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OB.sup.4)(CH.sub.2)O(CH.sub.2).                         sub.2 -cHx                                                                    Na salt                                                  1-2822                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OB.sup.4)(CH.sub.2).sub.2                               O-cHx                                                                         Na salt                                                  1-2823                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OB.sup.4)(CH.sub.2).sub.2                               O(CH.sub.2)-cHx                                                               Na salt                                                  1-2824                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OB.sup.4)(CH.sub.2).sub.2                               O(CH.sub.2).sub.2 -cHx                                                        Na salt                                                  1-2825                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OB.sup.4)(CH.sub.2).sub.3                               O-cHx                                                                         Na salt                                                  1-2826                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OB.sup.4)(CH.sub.2).sub.3                               O(CH.sub.2)-cHx                                                               Na salt                                                  1-2827                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OB.sup.4)(CH.sub.2).sub.3                               O(CH.sub.2).sub.2 -cHx                                                        Na salt                                                  1-2828                                                                            H   --                                                                              tBu      0 5-CH(OB.sup.4)(CH.sub.2)O-cPn                                                 Na salt                                                  1-2829                                                                            H   --                                                                              tBu      0 5-CH(OB.sup.4)(CH.sub.2)O(CH.sub.2)-cPn                                       Na salt                                                  1-2830                                                                            H   --                                                                              tBu      0 5-CH(OB.sup.4)(CH.sub.2)O(CH.sub.2).sub.2 -cPn                                Na salt                                                  1-2831                                                                            H   --                                                                              tBu      0 5-CH(OB.sup.4)(CH.sub.2).sub.2 O-cPn                                          Na salt                                                  1-2832                                                                            H   --                                                                              tBu      0 5-CH(OB.sup.4)(CH.sub.2).sub.2 O(CH.sub.2)-cPn                                Na salt                                                  1-2833                                                                            H   --                                                                              tBu      0 5-CH(OB.sup.4)(CH.sub.2).sub.2 O(CH.sub.2).sub.2                              -cPn                                                                          Na salt                                                  1-2834                                                                            H   --                                                                              tBu      0 5-CH(OB.sup.4)(CH.sub.2).sub.3 O-cPn                                          Na salt                                                  1-2835                                                                            H   --                                                                              tBu      0 5-CH(OB.sup.4)(CH.sub.2).sub.3 O(CH.sub.2)-cPn                                Na salt                                                  1-2836                                                                            H   --                                                                              tBu      0 5-CH(OB.sup.4)(CH.sub.2).sub.3 O(CH.sub.2).sub.2                              -cPn                                                                          Na salt                                                  1-2837                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OB.sup.4)(CH.sub.2)O-cPn                                       Na salt                                                  1-2838                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OB.sup.4)(CH.sub.2)O(CH.sub.2)-cPn                             Na salt                                                  1-2839                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OB.sup.4)(CH.sub.2)O(CH.sub.2).sub.2                           -cPn                                                                          Na salt                                                  1-2840                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OB.sup.4)(CH.sub.2).sub.2 O-cPn                                Na salt                                                  1-2841                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OB.sup.4)(CH.sub.2).sub.2 O(CH.sub.2)-                         cPn                                                                           Na salt                                                  1-2842                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OB.sup.4)(CH.sub.2).sub.2 O(CH.sub.2).                         sub.2 -cPn                                                                    Na salt                                                  1-2843                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OB.sup.4)(CH.sub.2).sub.3 O-cPn                                Na salt                                                  1-2844                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OB.sup.4)(CH.sub.2).sub.3 O(CH.sub.2)-                         cPn                                                                           Na salt                                                  1-2845                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OB.sup.4)(CH.sub.2).sub.3 O(CH.sub.2).                         sub.2 -cPn                                                                    Na salt                                                  1-2846                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OB.sup.4)(CH.sub.2)O-cPn                                Na salt                                                  1-2847                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OB.sup.4)(CH.sub.2)O(CH.sub.2)-                         cPn                                                                           Na salt                                                  1-2848                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OB.sup.4)(CH.sub.2)O(CH.sub.2).                         sub.2 -cPn                                                                    Na salt                                                  1-2849                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OB.sup.4)(CH.sub.2).sub.2                               O-cPn                                                                         Na salt                                                  1-2850                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OB.sup.4)(CH.sub.2).sub.2                               O(CH.sub.2)-cPn                                                               Na salt                                                  1-2851                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OB.sup.4)(CH.sub.2).sub.2                               O(CH.sub.2).sub.2 -cPn                                                        Na salt                                                  1-2852                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OB.sup.4)(CH.sub.2).sub.3                               O-cPn                                                                         Na salt                                                  1-2853                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OB.sup.4)(CH.sub.2).sub.3                               O(CH.sub.2)-cPn                                                               Na salt                                                  1-2854                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OB.sup.4)(CH.sub.2).sub.3                               O(CH.sub.2).sub.2 -cPn                                                        Na salt                                                  1-2855                                                                            H   --                                                                              SCH.sub.3                                                                              0 6-(CH.sub.2)O(CH.sub.2).sub.3 -Imd                                            maleic acid salt                                         1-2856                                                                            H   --                                                                              SCH.sub.3                                                                              0 6-(CH.sub.2)O(CH.sub.2).sub.3 -Imd                                            fumaric acid salt                                        1-2857                                                                            H   --                                                                              SCH.sub.3                                                                              0 6-(CH.sub.2)O(CH.sub.2).sub.3 -Imd                                            tartaric acid salt                                       1-2858                                                                            H   --                                                                              SCH.sub.3                                                                              0 6-(CH.sub.2)O(CH.sub.2).sub.3 -Imd                                            succinic acid salt                                       1-2859                                                                            H   --                                                                              SCH.sub.3                                                                              0 6-(CH.sub.2)O(CH.sub.2).sub.3 -Imd                                            benzoic acid salt                                        1-2860                                                                            H   --                                                                              SCH.sub.3                                                                              0 6-(CH.sub.2)O(CH.sub.2).sub.3 -Imd                                            HBr                                                      1-2861                                                                            H   --                                                                              SCH.sub.3                                                                              0 6-(CH.sub.2)O(CH.sub.2).sub.3 -Imd                                            CH.sub.3 SO.sub.3 H                                      1-2862                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OB1)(CH.sub.2).sub.2 -cHx          1-2863                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OB1)(CH.sub.2).sub.4 -cHx          1-2864                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OB1)(CH.sub.2).sub.5 -cHx          1-2865                                                                            H   --                                                                              tBu      0 5-CH(OB.sup.2)(CH.sub.2).sub.2 -cHx                      1-2866                                                                            H   --                                                                              iPr      0 6-(CH.sub.2).sub.2 CH(OB.sup.2)(CH.sub.2).sub.3                               -cHx                                                     1-2867                                                                            H   --                                                                              iPr      0 6-(CH.sub.2).sub.2 CH(OB.sup.2)(CH.sub.2).sub.3                               -cHx                                                                          Na salt                                                  1-2868                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.4 C(═O)(CH.sub.2).sub.2 -cHp        1-2869                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 C(═O)-cHp                         1-2870                                                                            H   --                                                                              C(CH.sub.3).sub.2 CH.sub.2 OMe                                                         0 6-(CH.sub.2).sub.2 CH(OH)(CH.sub.2)-cHx                  1-2871                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OF.sup.1)(CH.sub.2)-cHx            1-2872                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OD.sup.1)(CH.sub.2)-cHx                                 Na salt                                                  1-2873                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OB.sup.1)(CH.sub.2)-cHx            1-2874                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OE.sup.2)(CH.sub.2)-cHx            1-2875                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OB.sup.3)(CH.sub.2)-cHx            1-2876                                                                            H   --                                                                              iPr      0 6-CH═CH--C(═O)(CH.sub.2).sub.3 -cHx              1-2877                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 C(═O)(CH.sub.2).sub.3 --Ph        1-2878                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)C(═O)(CH.sub.2).sub.2 --Ph               1-2879                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 C(═O)(CH.sub.2).sub.2 -cPn        1-2880                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.4 C(═O)(CH.sub.2).sub.2 -cPn        1-2881                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)C(═O)(CH.sub.2).sub.3 -cPn               1-2882                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 C(═O)-cPn                         1-2883                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)C(═O)(CH.sub.2).sub.2 -cPn               1-2884                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.4 C(═O)-cPn                         1-2885                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.3 C(═O)(CH.sub.2).sub.2 -cPn        1-2886                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.3 C(═O)(CH.sub.2)-cPn               1-2887                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.3 C(═O)(CH.sub.2).sub.3 -cPn        1-2888                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)C(═O)-cPn                                1-2889                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 C(═O)(CH.sub.2).sub.3 -cPn        1-2890                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.4 C(═O)(CH.sub.2).sub.3 -cPn        1-2891                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)C(═O)(CH.sub.2)-cPn                      1-2892                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 C(═O)(CH.sub.2).sub.4 -cPn        1-2893                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.4 C(═O)(CH.sub.2).sub.4 -cPn        1-2894                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.3 C(═O)-cPn                         1-2895                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)C(═O)(CH.sub.2).sub.5 -cPn               1-2896                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.3 C(═O)(CH.sub.2).sub.4 -cPn        1-2897                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 C(═O)(CH.sub.2).sub.5 -cPn        1-2898                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.3 C(═O)(CH.sub.2).sub.5 -cPn        1-2899                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)C(═O)(CH.sub.2).sub.4 -cPn               1-2900                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.4 C(═O)(CH.sub.2).sub.5 -cPn        1-2901                                                                            H   --                                                                              tBu      0 5-(CH.sub.2)CH(OH)(CH.sub.2).sub.2 --Ph                  1-2902                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.4 CH(OH)(CH.sub.2).sub.2 -cPn           1-2903                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.4 CH(OH)(CH.sub.2).sub.4 -cPn           1-2904                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.3 CH(OH)(CH.sub.2).sub.5 -cPn           1-2905                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.4 CH(OH)(CH.sub.2).sub.5 -cPn           1-2906                                                                            H   --                                                                              SCH.sub.3                                                                              0 6-(CH.sub.2)O(CH.sub.2).sub.3 -Imd(2-Et)                 1-2907                                                                            H   --                                                                              iPr      0 6-(CH.sub.2)O(CH.sub.2).sub.3 -Imd                       1-2908                                                                            H   --                                                                              iPr      0 6-(CH.sub.2)O(CH.sub.2).sub.2 -Imd                       1-2909                                                                            H   --                                                                              CH.sub.3 0 6-(CH.sub.2)O(CH.sub.2).sub.3 -Imd                                            HCl                                                      1-2910                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OH)(CH.sub.2).sub.8 CH.sub.3       1-2911                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OH)(CH.sub.2).sub.10 CH.sub.3      1-2912                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OB.sup.2)(CH.sub.2).sub.8                               CH.sub.3                                                 1-2913                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OB.sup.4)(CH.sub.2).sub.8                               CH.sub.3                                                 1-2914                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OB.sup.10)(CH.sub.2).sub.8                              CH.sub.3                                                 1-2915                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 CH(OE.sup.5)(CH.sub.2).sub.8                               CH.sub.3                                                 1-2916                                                                            H   --                                                                              tBu      0 5-CH(OH)(CH.sub.2).sub.10 CH.sub.3                       1-2917                                                                            H   --                                                                              tBu      0 6-(CH.sub.2).sub.2 CH(OH)(CH.sub.2).sub.8 CH.sub.3       1-2918                                                                            H   --                                                                              OtBu     0 6-(CH.sub.2)O(CH.sub.2).sub.3 -Imd                                            HCl                                                      1-2919                                                                            H   --                                                                              tBu      0 5-CH.sub.2 -Imd                                                               HCl                                                      1-2920                                                                            H   --                                                                              tBu      0 5-CH.sub.2 -(2-EtImd)                                                         HCl                                                      1-2921                                                                            H   --                                                                              tBu      0 5-CH.sub.2 -(2-EtImd)                                    1-2922                                                                            H   --                                                                              tBu      0 5-CH.sub.2 -Imd                                          1-2923                                                                            H   --                                                                              tBu      0 5-CH.sub.2 -(2-MeImd)                                    1-2924                                                                            H   --                                                                              tBu      0 5-CH.sub.2 -(4,5-diMeImd)                                1-2925                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.2 -Imd                                  1-2926                                                                            H   --                                                                              tBu      0 5-(CH.sub.2).sub.3 -Imd                                  __________________________________________________________________________

                  TABLE 2                                                         ______________________________________                                        Cpd.                                                                          No.  R.sup.a R.sup.2                                                                             R.sup.3                                                                             n   R.sup.4                                          ______________________________________                                        2-1  H       --    tBu   0   5-CH(OH)-cHx                                     2-2  H       --    tBu   0   5-CH(OH)(CH.sub.2)-cHx                           2-3  H       --    tBu   0   5-CH(OH)(CH.sub.2).sub.2 -cHx                    2-4  H       --    tBu   0   5-CH(OH)(CH.sub.2).sub.3 -cHx                    2-5  H       --    tBu   0   5-CH(OH)(CH.sub.2).sub.4 -cHx                    2-6  H       --    tBu   0   5-CH(OH)(CH.sub.2).sub.5 -cHx                    2-7  H       H     tBu   1   5-CH(OH)(CH.sub.2).sub.6 -cHp                    2-8  2-Br    --    tBu   0   5-CH(OH)(CH.sub.2).sub.5 -cPn                    2-9  2-Br    H     tBu   1   5-CH(OH)(CH.sub.2).sub.4 -cHp                    2-10 2-Cl    --    tBu   0   5-CH(OH)(CH.sub.2).sub.3 -cHx                    2-11 H       --    tBu   0   5-CH(OH)(CH.sub.2).sub.2 -cPn                    2-12 H       --    tBu   0   5-(CH.sub.2)CH(OH)-cHx                           2-13 H       --    tBu   0   5-(CH.sub.2)CH(OH)(CH.sub.2)-cHx                 2-14 H       --    tBu   0   5-(CH.sub.2)CH(OH)(CH.sub.2).sub.2 -cHx          2-15 H       --    tBu   0   5-(CH.sub.2)CH(OH)(CH.sub.2).sub.3 -cHx          2-16 2-Me    --    tBu   0   5-(CH.sub.2)CH(OH)(CH.sub.2).sub.4 -cHx          2-17 H       --    tBu   0   5-(CH.sub.2).sub.2 CH(OH)(CH.sub.2)-cHp          2-18 H       H     tBu   1   5-(CH.sub.2).sub.2 CH(OH)(CH.sub.2).sub.2                                     -cPn                                             2-19 H       --    tBu   0   5-(CH.sub.2).sub.2 CH(OH)(CH.sub.2)-cHx          2-20 H       --    tBu   0   5-(CH.sub.2).sub.2 CH(OH)-cHp                    2-21 H       --    tBu   0   5-(CH.sub.2).sub.3 CH(OH)-cHx                    2-22 H       --    tBu   0   5-(CH.sub.2).sub.3 CH(OH)(CH.sub.2)-cHx          2-23 H       --    tBu   0   5-(CH.sub.2).sub.3 CH(OH)(CH.sub.2).sub.2                                     -cHx                                             2-24 H       --    tBu   0   5-(CH.sub.2).sub.3 CH(OH)(CH.sub.2).sub.3                                     -cHx                                             2-25 2-Br    H     tBu   1   5-(CH.sub.2).sub.3 CH(OH)(CH.sub.2).sub.2                                     -cHp                                             2-26 H       --    tBu   0   5-(CH.sub.2).sub.3 CH(OH)(CH.sub.2)-cPn          2-27 H       --    tBu   0   5-(CH.sub.2).sub.3 CH(OH)-cHp                    2-28 H       --    tBu   0   5-(CH.sub.2).sub.4 CH(OH)-cHx                    2-29 H       --    tBu   0   5-(CH.sub.2).sub.4 CH(OH)(CH.sub.2)-cHx          2-30 H       --    tBu   0   5-(CH.sub.2).sub.4 CH(OH)(CH.sub.2).sub.2                                     -cHx                                             2-31 H       --    tBu   0   5-(CH.sub.2).sub.4 CH(OH)(CH.sub.2)-cHp          2-32 H       H     tBu   1   5-(CH.sub.2).sub.4 CH(OH)-cPn                    2-33 H       --    tBu   0   5-(CH)(OH)Ph                                     2-34 H       --    tBu   0   5-CH(OH)(CH.sub.2).sub.3 Ph                      2-35 H       --    tBu   0   5-(CH.sub.2)CH(OH)(CH.sub.2).sub.2 Ph            2-36 H       --    tBu   0   5-(CH.sub.2)CH(OH)(CH.sub.2).sub.4 Ph            2-37 H       --    tBu   0   5-(CH.sub.2).sub.2 CH(OH)Ph                      2-38 H       --    tBu   0   5-(CH.sub.2).sub.2 CH(OH)CH.sub.2 (4-MePh)       2-39 H       --    tBu   0   5-(CH.sub.2).sub.2 CH(OH)(CH.sub.2).sub.3                                     Ph                                               2-40 H       --    tBu   0   5-(CH.sub.2).sub.3 CH(OH)(4-MePh)                2-41 H       --    tBu   0   5-(CH.sub.2).sub.4 CH(OH)(2-ClPh)                2-42 2-Br    H     tBu   1   5-(CH.sub.2).sub.5 CH(OH)(2-MePh)                2-43 H       --    tBu   0   5-CH(OB.sup.2)-cHx Na salt                       2-44 H       --    tBu   0   5-CH(OB.sup.2)(CH.sub.2)-cHx                                                  Na salt                                          2-45 H       --    tBu   0   5-CH(OB.sup.2)(CH.sub.2).sub.2 -cHx                                           Na salt                                          2-46 2-Br    --    tBu   0   5-CH(OB.sup.2)(CH.sub.2).sub.3 -cHx                                           Na salt                                          2-47 H       --    tBu   0   5-CH(OB.sup.2)(CH.sub.2).sub.4 cHx                                            Na salt                                          2-48 H       --    tBu   0   5-CH(OB.sup.2)(CH.sub.2).sub.5 -cHp                                           Na salt                                          2-49 H       --    tBu   0   5-CH(OB.sup.2)(CH.sub.2).sub.4 -Ph                                            Na salt                                          2-50 H       --    tBu   0   5-CH(OE.sup.1)(CH.sub.2).sub.2 -cPn                                           HCl salt                                         2-51 H       --    tBu   0   5-CH(OE.sup.1)-cHp HCl salt                      2-52 H       --    tBu   0   5-(CH.sub.2)CH(OB.sup.2)-cHx                                                  Na salt                                          2-53 H       --    tBu   0   5-(CH.sub.2)CH(OB.sup.2)(CH.sub.2)-cHx                                        Na salt                                          2-54 H       --    tBu   0   5-(CH.sub.2)CH(OB.sup.2)(CH.sub.2).sub.2                                      -cHx                                                                          Na salt                                          2-55 H       --    tBu   0   5-(CH.sub.2)CH(OB.sup.2)(CH.sub.2).sub.3                                      -cHx                                                                          Na salt                                          2-56 H       --    tBu   0   5-(CH.sub.2)CH(OB.sup.2)(CH.sub.2).sub.4                                      -cHx                                                                          Na salt                                          2-57 H       --    tBu   0   5-CH.sub.2 CH(OD.sup.1)(CH.sub.2).sub.5                                       -cHx                                                                          Na salt                                          2-58 H       --    tBu   0   5-(CH.sub.2).sub.2 CH(OB.sup.2)-cHx                                           Na salt                                          2-59 H       --    tBu   0   5-(CH.sub.2).sub.2 CH(OB.sup.2)(CH.sub.2)-cHx                                 N                                                                             Na salt                                          2-60 H       --    tBu   0   5-(CH.sub.2).sub.2 CH(OB.sup.2)(CH.sub.2).sub                                 .2 -cHx                                                                       Na salt                                          2-61 H       --    tBu   0   5-(CH.sub.2).sub.2 CH(OB.sup.2)(CH.sub.2).sub                                 .3 -cHx                                                                       Na salt                                          2-62 2-Cl    --    tBu   0   5-(CH.sub.2).sub.2 CH(OB.sup.2)(CH.sub.2).sub                                 .4 -cHx                                                                       Na salt                                          2-63 H       --    tBu   0   5-(CH.sub.2).sub.2 CH(OB.sup.2)(CH.sub.2).sub                                 .3 -Ph                                                                        Na salt                                          2-64 H       --    tBu   0   5-(CH.sub.2).sub.2 CH(OB.sup.2)(CH.sub.2).sub                                 .2 -cHp                                                                       Na salt                                          2-65 H       H     tBu   1   5-(CH.sub.2).sub.2 CH(OD.sup.1)(CH.sub.2)-cHp                                 Na salt                                          2-66 H       H     tBu   1   5-(CH.sub.2).sub.2 CH(OE.sup.1)-cPn                                           HCl salt                                         2-67 H       H     tBu   1   5-(CH.sub.2).sub.3 CH(OB.sup.2)-cHx                                           Na salt                                          2-68 H       H     tBu   1   5-(CH.sub.2).sub.4 CH(OB.sup.2)-cHx                                           Na salt                                          2-69 H       H     tBu   1   5-(CH.sub.2).sub.3 CH(OB.sup.3)(CH.sub.2).sub                                 .2 -cHx                                                                       Na salt                                          2-70 H       H     tBu   1   5-(CH.sub.2).sub.3 CH(OB.sup.2)(CH.sub.2).sub                                 .3 -cHx                                                                       Na salt                                          2-71 H       --    tBu   1   5-(CH.sub.2).sub.3 CH(OB.sup.2)(CH.sub.2)-cPn                                 p                                                                             Na salt                                          2-72 H       --    tBu   0   5-(CH.sub.2).sub.3 CH(OB.sup.2)-Ph                                            Na salt                                          2-73 H       --    tBu   0   5-(CH.sub.2).sub.4 CH(OB.sup.2)-cHx                                           Na salt                                          2-74 2-Br    --    tBu   0   5-(CH.sub.2).sub.4 CH(OB.sup.2)-cHp              2-75 H       --    iPr   0   6-CH(OH)-cHx                                     2-76 H       --    iPr   0   6-CH(OH)CH.sub.2 -cHp                            2-77 H       --    iPr   0   6-CH(OH)(CH.sub.2).sub.3 -cPn                    2-78 H       --    iPr   0   6-CH(OH)(CH.sub.2).sub.5 (2-ClPh)                2-79 H       --    iPr   0   6-(CH.sub.2)CH(OH)-cHx                           2-80 H       --    iPr   0   6-(CH.sub.2)CH(OH)(CH.sub.2).sub.2 -cPn          2-81 2-Br    --    iPr   0   6-(CH.sub.2)CH(OH)(CH.sub.2).sub.4 -cHp          2-82 H       --    iPr   0   6-(CH.sub.2).sub.2 CH(OH)-cHx                    2-83 H       --    iPr   0   6-(CH.sub.2).sub.2 CH(OH)(CH.sub.2)-cHp          2-84 H       --    iPr   0   6-(CH.sub.2).sub.2 CH(OH)(CH.sub.2).sub.3                                     -cPn                                             2-85 H       --    iPr   0   6-(CH.sub.2).sub.3 CH(OH)-cHx                    2-86 H       --    iPr   0   6-(CH.sub.2).sub.3 CH(OH)(CH.sub.2)Ph            2-87 H       --    iPr   0   6-(CH.sub.2).sub.3 CH(OH)(CH.sub.2).sub.3                                     -cHp                                             2-88 H       --    iPr   0   6-(CH.sub.2).sub.4 CH(OH)-cHx                    2-89 2-MeO   H     iPr   1   6-(CH.sub.2).sub.4 CH(OH)-cPn                    2-90 H       --    iPr   0   6-CH(OB.sup.2)-cHx Na salt                       2-91 H       --    iPr   0   6-CH(OB.sup.2)(CH.sub.2)-cHx                                                  Na salt                                          2-92 H       --    iPr   0   6-CH(OB.sup.2)(CH.sub.2).sub.3 -cHx                                           Na salt                                          2-93 H       --    iPr   0   6-CH(OB.sup.2)(CH.sub.2).sub.5 -cHx                                           Na salt                                          2-94 H       --    iPr   0   6-(CH.sub.2)CH(OB.sup.2)-cHx                                                  Na salt                                          2-95 H       --    iPr   0   6-(CH.sub.2)CH(OB.sup.2)(CH.sub.2).sub.3                                      -cHx                                                                          Na salt                                          2-96 H       --    iPr   0   6-(CH.sub.2).sub.2 CH(OB.sup.2)-cHx                                           Na salt                                          2-97 H       --    iPr   0   6-(CH.sub.2).sub.2 CH(OB.sup.2)(CH.sub.2)-cHx                                 N                                                                             Na salt                                          2-98 H       --    iPr   0   6-(CH.sub.2).sub.2 CH(OB.sup.2)(CH.sub.2).sub                                 .2 -cHx                                                                       Na salt                                          2-99 H       --    iPr   0   6-(CH.sub.2).sub.2 CH(OB.sup.2)(CH.sub.2).sub                                 .3 -cHx                                                                       Na salt                                          2-100                                                                              H       --    iPr   0   6-(CH.sub.2).sub.2 CH(OB.sup.2)(CH.sub.2).sub                                 .4 -cHx                                                                       Na salt                                          2-101                                                                              H       --    iPr   0   6-(CH.sub.2).sub.2 CH(OD.sup.1)(CH.sub.2)-cHp                                 9                                                                             Na salt                                          2-102                                                                              H       --    iPr   0   6-(CH.sub.2).sub.2 CH(OE.sup.1)(CH.sub.2)-cPn                                 ,                                                                             HCl salt                                         2-103                                                                              H       --    iPr   0   6-(CH.sub.2).sub.3 CH(OB.sup.2)-cHx                                           Na salt                                          2-104                                                                              H       H     tBu   1   6-(CH.sub.2).sub.3 CH(OB.sup.2)-cHp                                           Na salt                                          2-105                                                                              H       H     tBu   1   6-(CH.sub.2).sub.4 CH(OB.sup.2)-cHx                                           Na salt                                          2-106                                                                              H       --    iPr   0   6-CH.sub.2 O(CH.sub.2).sub.3 Imd                                              HCl salt                                         2-107                                                                              H       --    iPr   0   6-CH.sub.2 O(CH.sub.2).sub.4 Imd                                              HCl salt                                         2-108                                                                              H       --    iPr   0   6-CH.sub.2 O(CH.sub.2).sub.5 Imd                                              HCl salt                                         2-109                                                                              H       H     iPr   1   6-CH.sub.2 O(CH.sub.2).sub.3 Imd                                              HCl salt                                         2-110                                                                              2-Br    --    tBu   0   5-CH.sub.2 O(CH.sub.2).sub.3 Imd                                              HCl salt                                         2-111                                                                              H       --    tBu   0   5-CH═CH--CH(OH)(CH.sub.2)-cHx                2-112                                                                              H       --    iPr   0   5-CH═CH--CH(OH)(CH.sub.2)-cHx                2-113                                                                              H       --    tBu   0   5-C(═O)(CH.sub.2)-cHx                        2-114                                                                              H       --    iPr   0   6-(CH.sub.2).sub.2 C(═O)(CH.sub.2)-cHx       2-115                                                                              H       --    tBu   0   5-(CH.sub.2).sub.2 C(═O)(CH.sub.2)-cHx       2-116                                                                              H       --    tBu   0   6-C(═O)(CH.sub.2)-cHx                        2-117                                                                              H       --    S--Me 0   6-(CH.sub.2)O(CH.sub.2).sub.3 -Imd                                            HCl                                              2-118                                                                              H       --    iPr   0   6-(CH.sub.2)O(CH.sub.2).sub.3 -Imd                                            HCl                                              2-119                                                                              H       --    tBu   0   6-(CH.sub.2)O(CH.sub.2).sub.3 -Imd                                            HCl                                              2-120                                                                              H       --    OtBu  0   6-(CH.sub.2)O(CH.sub.2).sub.3 -Imd                                            HCl                                              ______________________________________                                    

                                      TABLE 3                                     __________________________________________________________________________    Cpd.                                                                          No.                                                                              R.sup.a                                                                           n m R.sup.2                                                                          R.sup.3                                                                           R.sup.4                                                     __________________________________________________________________________    3-1                                                                              H   0 2 -- tBu 5-CH(OH)-cHx                                                3-2                                                                              H   0 2 -- tBu 5-CH(OH)(CH.sub.2)-cHx                                      3-3                                                                              H   0 2 -- tBu 5-CH(OH)(CH.sub.2).sub.2 -cHx                               3-4                                                                              H   0 2 -- tBu 5-CH(OH)(CH.sub.2).sub.3 -cHx                               3-5                                                                              H   0 2 -- tBu 5-CH(OH)(CH.sub.2).sub.4 -cHx                               3-6                                                                              H   0 2 -- tBu 5-CH(OH)(CH.sub.2).sub.5 -cHx                               3-7                                                                              2-Cl                                                                              1 3 H  tBu 5-CH(OH)(CH.sub.2).sub.6 -cHp                               3-8                                                                              H   0 2 -- tBu 5-CH(OH)(CH.sub.2).sub.5 -cPn                               3-9                                                                              H   1 2 H  tBu 5-CH(OH)(CH.sub.2).sub.4 -cHp                               3-10                                                                             H   1 2 H  tBu 5-CH(OH)(CH.sub.2).sub.3 -cHx                               3-11                                                                             H   0 2 -- tBu 5-CH(OH)(CH.sub.2).sub.2 -cPn                               3-12                                                                             H   0 2 -- tBu 5-(CH.sub.2)CH(OH)-cHx                                      3-13                                                                             H   0 2 -- tBu 5-(CH.sub.2)CH(OH)(CH.sub.2)-cHx                            3-14                                                                             H   0 2 -- tBu 5-(CH.sub.2)CH(OH)(CH.sub.2).sub.2 -cHx                     3-15                                                                             H   0 2 -- tBu 5-(CH.sub.2)CH(OH)(CH.sub.2).sub.3 -cHx                     3-16                                                                             H   0 2 -- tBu 5-(CH.sub.2)CH(OH)(CH.sub.2).sub.4 -cHx                     3-17                                                                             H   1 2 Bu tBu 5-(CH.sub.2).sub.2 CH(OH)(CH.sub.2)-cHp                     3-18                                                                             H   1 3 Pn tBu 5-(CH.sub.2).sub.2 CH(OH)(CH.sub.2).sub.2 -cPn              3-19                                                                             H   1 2 H  tBu 5-(CH.sub.2).sub.2 CH(OH)(CH.sub.2)-cHx                     3-20                                                                             H   1 2 Hp tBu 5-(CH.sub.2).sub.2 CH(OH)-cHp                               3-21                                                                             3-Cl                                                                              1 2 Hp tBu 5-(CH.sub.2).sub.3 CH(OH)-cHx                               3-22                                                                             3-Br                                                                              1 2 Hp tBu 5-(CH.sub.2).sub.3 CH(OH)(CH.sub.2)-cHx                     3-23                                                                             3-OMe                                                                             1 2 Hp tBu 5-(CH.sub.2).sub.3 CH(OH)(CH.sub.2).sub.2 -cHx              3-24                                                                             2-OMe                                                                             1 2 Hp tBu 5-(CH.sub.2).sub.3 CH(OH)(CH.sub.2).sub.3 -cHx              3-25                                                                             H   0 2 -- tBu 5-(CH.sub.2).sub.3 CH(OH)(CH.sub.2).sub.2 -cHp              3-26                                                                             H   0 2 -- tBu 5-(CH.sub.2).sub.3 CH(OH)(CH.sub.2)-cPn                     3-27                                                                             H   0 2 -- tBu 5-(CH.sub.2).sub.3 CH(OH)-cHp                               3-28                                                                             H   0 2 -- tBu 5-(CH.sub.2).sub.4 CH(OH)-cHx                               3-29                                                                             H   0 2 -- tBu 5-(CH.sub.2).sub.4 CH(OH)(CH.sub.2)-cHx                     3-30                                                                             H   0 2 -- tBu 5-(CH.sub.2).sub.4 CH(OH)(CH.sub.2).sub.2 -cHx              3-31                                                                             3-Cl                                                                              0 2 -- tBu 5-(CH.sub.2).sub.4 CH(OH)(CH.sub.2)-cHp                     3-32                                                                             H   1 2 -- tBu 5-(CH.sub.2).sub.4 CH(OH)-cPn                               3-33                                                                             H   0 2 -- tBu 5-(CH)(OH)Ph                                                3-34                                                                             H   0 2 -- tBu 5-CH(OH)(CH.sub.2).sub.3 Ph                                 3-35                                                                             H   0 2 -- tBu 5-(CH.sub.2)CH(OH)(CH.sub.2).sub.2 Ph                       3-36                                                                             H   0 2 -- tBu 5-(CH.sub.2)CH(OH)(CH.sub.2).sub.4 Ph                       3-37                                                                             H   0 2 -- tBu 5-(CH.sub.2).sub.2 CH(OH)Ph                                 3-38                                                                             H   0 2 -- tBu 5-(CH.sub.2).sub.2 CH(OH)CH.sub.2 (4-MePh)                  3-39                                                                             H   0 2 -- tBu 5-(CH.sub.2).sub.2 CH(OH)(CH.sub.2).sub.3 Ph                3-40                                                                             H   0 2 -- tBu 5-(CH.sub.2).sub.3 CH(OH)(4-MePh)                           3-41                                                                             H   0 2 -- tBu 5-(CH.sub.2).sub.4 CH(OH)(2-ClPh)                           3-42                                                                             H   1 3 -- tBu 5-(CH.sub.2).sub.5 CH(OH)(2-MePh)                           3-43                                                                             H   0 2 -- tBu 5-CH(OB.sup.2)-cHx Na salt                                  3-44                                                                             H   0 2 -- tBu 5-CH(OB.sup.2)(CH.sub.2)-cHx Na salt                        3-45                                                                             H   0 2 -- tBu 5-CH(OB.sup.2)(CH.sub.2).sub.2 -cHx Na salt                 3-46                                                                             H   0 2 -- tBu 5-CH(OB.sup.2)(CH.sub.2).sub.3 -cHx Na salt                 3-47                                                                             H   0 2 -- tBu 5-CH(OB.sup.2)(CH.sub.2).sub.4 -cHx Na salt                 3-48                                                                             H   0 2 -- tBu 5-CH(OB.sup.2)(CH.sub.2).sub.5 -cHp Na salt                 3-49                                                                             H   0 2 -- tBu 5-CH(OB.sup.2)(CH.sub.2).sub.4 -Ph Na salt                  3-50                                                                             H   0 2 -- tBu 5-CH(OE.sup.1)(CH.sub.2).sub.2 -cPn HCl salt                3-51                                                                             H   0 2 -- tBu 5-CH(OE.sup.1)-Hp HCl salt                                  3-52                                                                             H   0 2 -- tBu 5-(CH.sub.2)CH(OB.sup.2)-cHx Na salt                        3-53                                                                             H   0 2 -- tBu 5-(CH.sub.2)CH(CB.sup.2)(CH.sub.2)-cHx Na salt              3-54                                                                             H   0 2 -- tBu 5-(CH.sub.2)CH(OB.sup.2)(CH.sub.2).sub.2 -cHx Na salt       3-55                                                                             H   0 2 -- tBu 5-(CH.sub.2)CH(OB.sup.2)(CH.sub.2).sub.3 -cHx Na salt       3-56                                                                             H   0 2 -- tBu 5-(CH.sub.2)CH(OB.sup.2)(CH.sub.2).sub.4 -cHx Na salt       3-57                                                                             H   0 2 -- tBu 5-(CH.sub.2)CH(OD.sup.1)(CH.sub.2).sub.5 -cHx Na salt       3-58                                                                             H   0 2 -- tBu 5-(CH.sub.2).sub.2 CH(OB.sup.2)-cHx Na salt                 3-59                                                                             H   0 2 -- tBu 5-(CH.sub.2).sub.2 CH(OB.sup.2)(CH.sub.2)-cHx Na salt       3-60                                                                             H   0 2 -- tBu 5-(CH.sub.2).sub.2 CH(OB.sup.2)(CH.sub.2).sub.2 -cHx Na                       salt                                                        3-61                                                                             H   0 2 -- tBu 5-(CH.sub.2).sub.2 CH(OB.sup.2)(CH.sub.2).sub.3 -cHx Na                       salt                                                        3-62                                                                             2-Cl                                                                              0 2 -- tBu 5-(CH.sub.2).sub.2 CH(OB.sup.2)(CH.sub.2).sub.4 -cHx Na                       salt                                                        3-63                                                                             H   0 2 -- tBu 5-(CH.sub.2).sub.2 CH(OB.sup.2)(CH.sub.2).sub.3 -Ph Na                        salt                                                        3-64                                                                             H   0 2 -- tBu 5-(CH.sub.2).sub.2 CH(OB.sup.2)(CH.sub.2).sub.2 -cHp Na                       salt                                                        3-65                                                                             H   1 2 H  tBu 5-(CH.sub.2).sub.2 CH(OD.sup.1)(CH.sub.2)-cHp Na salt       3-66                                                                             H   1 2 H  tBu 5-(CH.sub.2).sub.2 CH(OE.sup.1)-cPn HCl salt                3-67                                                                             H   1 2 H  tBu 5-(CH.sub.2).sub.3 CH(OB.sup.2)-cHx Na salt                 3-68                                                                             H   1 3 H  tBu 5-(CH.sub.2).sub.3 CH(OB.sup.2)-cHx Na salt                 3-69                                                                             H   1 2 H  tBu 5-(CH.sub.2).sub.3 CH(OB.sup.2)(CH.sub.2).sub.2 -cHx Na                       salt                                                        3-70                                                                             H   1 2 H  tBu 5-(CH.sub.2).sub.3 CH(OB.sup.2)(CH.sub.2).sub.3 -cHx Na                       salt                                                        3-71                                                                             H   0 2 -- tBu 5-(CH.sub.2).sub.3 CH(OB.sup.2)(CH.sub.2)-cPn Na salt       3-72                                                                             H   0 2 -- tBu 5-(CH.sub.2).sub.3 CH(OB.sup.2)Ph Na salt                   3-73                                                                             H   0 2 -- tBu 5-(CH.sub.2).sub.4 CH(OB.sup.2)-cHx Na salt                 3-74                                                                             H   0 2 -- tBu 5-(CH.sub.2).sub.4 CH(OB.sup.2)-cHp                         3-75                                                                             H   0 2 -- iPr 6-CH(OH)-cHx                                                3-76                                                                             H   0 2 -- iPr 6-CH(OH)CH.sub.2 -cHp                                       3-77                                                                             H   0 2 -- iPr 6-CH(OH)(CH.sub.2).sub.3 -cPn                               3-78                                                                             H   0 2 -- iPr 6-CH(OH)(CH.sub.2).sub.5 (2-ClPh)                           3-79                                                                             4-Me                                                                              0 2 -- iPr 6-(CH.sub.2)CH(OH)-cHx                                      3-80                                                                             H   0 2 -- iPr 6-(CH.sub.2)CH(OH)(CH.sub.2).sub.2 -cPn                     3-81                                                                             H   0 2 -- iPr 6-(CH.sub.2)CH(OH)(CH.sub.2).sub.4 -cHp                     3-82                                                                             H   0 2 -- iPr 6-(CH.sub.2).sub.2 CH(OH)-cHx                               3-83                                                                             H   0 2 -- iPr 6-(CH.sub.2).sub.2 CH(OH)(CH.sub.2)-cHp                     3-84                                                                             H   0 2 -- iPr 6-(CH.sub.2).sub.2 CH(OH)(CH.sub.2).sub.3 -cPn              3-85                                                                             H   0 2 -- iPr 6-(CH.sub.2).sub.3 CH(OH)-cHx                               3-86                                                                             H   0 2 -- iPr 6-(CH.sub.2).sub.3 CH(OH)(CH.sub.2)-Ph                      3-87                                                                             H   0 2 -- iPr 6-(CH.sub.2).sub.3 CH(OH)(CH.sub.2).sub.3 -cHp              3-88                                                                             H   0 2 -- iPr 6-(CH.sub.2).sub.4 CH(OH)-cHx                               3-89                                                                             H   1 3 H  iPr 6-(CH.sub.2).sub.4 CH(OH)-cPn                               3-90                                                                             H   0 2 -- iPr 6-CH(OB.sup.2)-cHx Na salt                                  3-91                                                                             H   0 2 -- iPr 6-CH(OB.sup.2)(CH.sub.2)-cHx Na salt                        3-92                                                                             H   0 2 -- iPr 6-CH(OB.sup.2)(CH.sub.2).sub.3 -cHx Na salt                 3-93                                                                             H   0 2 -- iPr 6-CH(OB.sup.2)(CH.sub.2).sub.5 -cHx Na salt                 3-94                                                                             H   0 2 -- iPr 6-(CH.sub.2)CH(OB.sup.2)-cHx Na salt                        3-95                                                                             H   0 2 -- iPr 6-(CH.sub.2)CH(OB.sup.2)(CH.sub.2).sub.3 -cHx Na salt       3-96                                                                             H   0 2 -- iPr 6-(CH.sub.2).sub.2 CH(OB.sup.2)-cHx Na salt                 3-97                                                                             H   0 2 -- iPr 6-(CH.sub.2).sub.2 CH(OB.sup.2)(CH.sub.2)-cHx Na salt       3-98                                                                             H   0 2 -- iPr 6-(CH.sub.2).sub.2 CH(OB.sup.2)(CH.sub.2).sub.2 -cHx Na                       salt                                                        3-99                                                                             H   0 2 -- iPr 6-(CH.sub.2).sub.2 CH(OB.sup.2)(CH.sub.2).sub.3 -cHx Na                       salt                                                        3-100                                                                            H   0 2 -- iPr 6-(CH.sub.2).sub.2 CH(OB.sup.2)(CH.sub.2).sub.4 -cHx Na                       salt                                                        3-101                                                                            H   0 2 -- iPr 6-(CH.sub.2).sub.2 CH(OD.sup.1)(CH.sub.2)-cHp Na salt       3-102                                                                            H   0 2 -- iPr 6-(CH.sub.2).sub.2 CH(OE.sup.1)(CH.sub.2)-cPn HCl salt      3-103                                                                            H   0 2 -- iPr 6-(CH.sub.2).sub.3 CH(OB.sup.2)-cHx Na salt                 3-104                                                                            H   1 2 H  tBu 6-(CH.sub.2).sub.3 CH(OB.sup.2)-cHp Na salt                 3-105                                                                            H   1 2 H  tBu 6-(CH.sub.2).sub.4 CH(OB.sup.2)-cHx Na salt                 3-106                                                                            H   0 2 -- iPr 6-CH.sub.2 O(CH.sub.2).sub.3 Imd HCl salt                   3-107                                                                            H   0 2 -- iPr 6-CH.sub.2 O(CH.sub.2).sub.4 Imd HCl salt                   3-108                                                                            H   0 2 -- iPr 6-CH.sub.2 O(CH.sub.2).sub.5 Imd HCl salt                   3-109                                                                            H   1 2 H  iPr 6-CH.sub.2 O(CH.sub.2).sub.3 Imd HCl salt                   3-110                                                                            H   0 2 -- tBu 6-CH.sub.2 O(CH.sub.2).sub.3 Imd                            3-111                                                                            H   0 2 -- tBu 5-CH═CH--CH(OH)(CH.sub.2)-cHx                           3-112                                                                            H   0 2 -- iPr 6-CH═CH--CH(OH)(CH.sub.2)-cHx                           3-113                                                                            H   0 2 -- tBu 5-C(═O)(CH.sub.2)-cHx                                   3-114                                                                            H   0 2 -- iPr 6-(CH.sub.2).sub.2 --C(═O)(CH.sub.2)-cHx                3-115                                                                            H   0 2 -- tBu 5-(CH.sub.2).sub.2 --C(═O)(CH.sub.2)-cHx                3-116                                                                            H   0 2 -- tBu 6-C(═O)--(CH.sub.2)-cHx                                 3-117                                                                            H   0 2 -- tBu 5-(CH.sub.2).sub.2 CH(OH)(CH.sub.2)-cHx                     3-118                                                                            H   0 2 -- SCH.sub.3                                                                         6-(CH.sub.2)O(CH.sub.2).sub.3 -Imd HCl                      3-119                                                                            H   0 2 -- tBu 5-(CH.sub.2).sub.2 CH(OE.sup.5)(CH.sub.2)-cHx HCl           3-120                                                                            H   0 2 -- tBu 5-(CH.sub.2).sub.2 CH(OB.sup.4)(CH.sub.2).sub.2 -cHx Na                       salt                                                        3-121                                                                            H   0 2 -- tBu 5-(CH.sub.2).sub.2 CH(OB.sup.10)(CH.sub.2).sub.4 -cHx                         Na salt                                                     3-122                                                                            H   0 2 -- tBu 5-(CH.sub.2).sub.2 CH(OH)(CH.sub.2)--O-cHx                  3-123                                                                            H   0 2 -- tBu 5-(CH.sub.2).sub.2 CH(OH)(CH.sub.2).sub.8 CH.sub.3          3-124                                                                            H   0 2 -- tBu 5-(CH.sub.2)CH(OH)(CH.sub.2).sub.8 CH.sub.3                 3-125                                                                            H   0 2 -- tBu 5-CH(OH)(CH.sub.2).sub.10 CH.sub.3                          3-126                                                                            H   0 2 -- OtBu                                                                              6-(CH.sub.2)O(CH.sub.2).sub.3 -Imd HCl                      __________________________________________________________________________

                  TABLE 4                                                         ______________________________________                                        Cpd.                                                                          No.    n     R.sup.2                                                                             R.sup.3                                                                             R.sup.4                                              ______________________________________                                        4-1    0     --    tBu   5-CH(OH)-cHx                                         4-2    0     --    tBu   5-CH(OH)(CH.sub.2)-cHx                               4-3    0     --    tBu   5-CH(OH)(CH.sub.2).sub.2 -cHx                        4-4    0     --    tBu   5-CH(OH)(CH.sub.2).sub.3 -cHx                        4-5    0     --    tBu   5-CH(OH)(CH.sub.2).sub.4 -cHx                        4-6    0     --    tBu   5-CH(OH)(CH.sub.2).sub.5 -cHx                        4-7    1     H     tBu   5-CH(OH)(CH.sub.2).sub.6 -cHp                        4-8    0     --    tBu   5-CH(OH)(CH.sub.2).sub.5 -cPn                        4-9    1     H     tBu   5-CH(OH)(CH.sub.2).sub.4 -cHp                        4-10   1     H     tBu   5-CH(OH)(CH.sub.2).sub.3 -cHx                        4-11   0     --    tBu   5-CH(OH)(CH.sub.2).sub.2 -cPn                        4-12   0     --    tBu   5-CH(CH.sub.2)(CH)(OH)-cHx                           4-13   0     --    tBu   5-(CH.sub.2)CH(OH)(CH.sub.2)-cHx                     4-14   0     --    tBu   5-(CH.sub.2)CH(OH)(CH.sub.2).sub.2 -cHx              4-15   0     --    tBu   5-(CH.sub.2)CH(OH)(CH.sub.2).sub.3 -cHx              4-16   0     --    tBu   5-(CH.sub.2)CH(OH)(CH.sub.2).sub.4 -cHx              4-17   0     --    tBu   5-(CH.sub.2).sub.2 CH(OH)(CH.sub.2)-cHp              4-18   1     H     tBu   5-(CH.sub.2).sub.2 CH(OH)(CH.sub.2).sub.2 -cPn       4-19   0     --    tBu   5-(CH.sub.2).sub.2 CH(OH)(CH.sub.2)-cHx              4-20   0     --    tBu   5-(CH.sub.2).sub.2 CH(OH)-cHp                        4-21   0     --    tBu   5-(CH.sub.2).sub.3 CH(OH)-cHx                        4-22   0     --    tBu   5-(CH.sub.2).sub.3 CH(OH)(CH.sub.2)-cHx              4-23   0     --    tBu   5-(CH.sub.2).sub.3 CH(OH)(CH.sub.2).sub.2 -cHx       4-24   0     --    tBu   5-(CH.sub.2).sub.3 CH(OH)(CH.sub.2).sub.3 -cHx       4-25   1     H     tBu   5-(CH.sub.2).sub.3 CH(OH)(CH.sub.2).sub.2 -cHp       4-26   0     --    tBu   5-(CH.sub.2).sub.3 CH(OH)(CH.sub.2)-cPn              4-27   0     --    tBu   5-(CH.sub.2).sub.3 CH(OH)-cHp                        4-28   0     --    tBu   5-(CH.sub.2).sub.4 CH(OH)-cHx                        4-29   0     --    tBu   5-(CH.sub.2).sub.4 CH(OH)(CH.sub.2)-cHx              4-30   0     --    tBu   5-(CH.sub.2).sub.4 CH(OH)(CH.sub.2).sub.2 -cHx       4-31   0     --    tBu   5-(CH.sub.2).sub.4 CH(OH)(CH.sub.2)-cHp              4-32   1     H     tBu   5-(CH.sub.2).sub.4 CH(OH)-cPn                        4-33   0     --    tBu   5-CH(OH)Ph                                           4-34   0     --    tBu   5-CH(OH)(CH.sub.2).sub.3 Ph                          4-35   0     --    tBu   5-(CH.sub.2)CH(OH)(CH.sub.2).sub.2 Ph                4-36   0     --    tBu   5-(CH.sub.2)CH(OH)(CH.sub.2).sub.4 Ph                4-37   0     --    tBu   5-(CH.sub.2).sub.2 CH(OH)Ph                          4-38   0     --    tBu   5-(CH.sub.2).sub.2 CH(OH)CH.sub.2 (4-MePh)           4-39   0     --    tBu   5-(CH.sub.2).sub.2 CH(OH)(CH.sub.2).sub.3 Ph         4-40   0     --    tBu   5-(CH.sub.2).sub.3 CH(OH)(4-MePh)                    4-41   0     --    tBu   5-(CH.sub.2).sub.4 CH(OH)(2-ClPh)                    4-42   1     H     tBu   5-(CH.sub.2).sub.5 CH(OH)(2-MePh)                    4-43   0     --    tBu   5-CH(OB.sup.2)-cHx Na salt                           4-44   0     --    tBu   5-CH(OB.sup.2)(CH.sub.2)-cHx Na salt                 4-45   0     --    tBu   5-CH(OB.sup.2)(CH.sub.2).sub.2 -cHx Na salt          4-46   0     --    tBu   5-CH(OB.sup.2)(CH.sub.2).sub.3 -cHx Na salt          4-47   0     --    tBu   5-CH(OB.sup.2)(CH.sub.2).sub.4 -cHx Na salt          4-48   0     --    tBu   5-CH(OB.sup.2)(CH.sub.2).sub.5 -cHp Na salt          4-49   0     --    tBu   5-CH(OB.sup.2)(CH.sub.2).sub.4 -Ph Na salt           4-50   0     --    tBu   5-CH(OE.sup.1)(CH.sub.2).sub.2 -cPn HCl salt         4-51   0     --    tBu   5-CH(OE.sup.1)-cHp HCl salt                          4-52   0     --    tBu   5-(CH.sub.2)(CH(OB.sup.2)-cHx Na salt                4-53   0     --    tBu   5-(CH.sub.2)CH(OB.sup.2)(CH.sub.2)-cHx                                        Na salt                                              4-54   0     --    tBu   5-(CH.sub.2)CH(OB.sup.2)(CH.sub.2).sub.2 -cHx                                 Na salt                                              4-55   0     --    tBu   5-(CH.sub.2)CH(OB.sup.2)(CH.sub.2).sub.3 -cHx                                 Na salt                                              4-56   0     --    tBu   5-(CH.sub.2)CH(OB.sup.2)(CH.sub.2).sub.4 -cHx                                 Na salt                                              4-57   0     --    tBu   5-CH.sub.2 CH(OD.sup.1)(CH.sub.2).sub.5 -cHx Na                               salt                                                 4-58   0     --    tBu   5-(CH.sub.2).sub.2 CH(OB.sup.2)-cHx Na salt          4-59   0     --    tBu   5-(CH.sub.2).sub.2 CH(OB.sup.2)(CH.sub.2)-cHx                                 Na salt                                              4-60   0     --    tBu   5-(CH.sub.2).sub.2 CH(OB.sup.2)(CH.sub.2).sub.2                               -cHx                                                                          Na salt                                              4-61   0     --    tBu   5-(CH.sub.2).sub.2 CH(OB.sup.2)(CH.sub.2).sub.3                               -cHx                                                                          Na salt                                              4-62   0     --    tBu   5-(CH.sub.2).sub.2 CH(OB.sup.2)(CH.sub.2).sub.4                               -cHx                                                                          Na salt                                              4-63   0     --    tBu   5-(CH.sub.2).sub.2 CH(OB.sup.2)(CH.sub.2).sub.3                               -Ph                                                                           Na salt                                              4-64   0     --    tBu   5-(CH.sub.2).sub.2 CH(OB.sup.2)(CH.sub.2).sub.2                               -cHp                                                                          Na salt                                              4-65   1     H     tBu   5-(CH.sub.2).sub.2 CH(OD.sup.1)(CH.sub.2)-cHp                                 Na salt                                              4-66   1     H     tBu   5-(CH.sub.2).sub.2 CH(OE.sup.1)-cPn HCl salt         4-67   1     H     tBu   5-(CH.sub.2).sub.3 CH(OB.sup.2)-cHx Na salt          4-68   1     H     tBu   5-(CH.sub.2).sub.3 CH(OB.sup.2)-cHx Na salt          4-69   1     H     tBu   5-(CH.sub.2).sub.3 CH(OB.sup.3)(CH.sub.2).sub.2                               -cHx                                                                          Na salt                                              4-70   1     H     tBu   5-(CH.sub.2).sub.3 CH(OB.sup.2)(CH.sub.2).sub.3                               -cHx                                                                          Na salt                                              4-71   0     --    tBu   5-(CH.sub.2).sub.3 CH(OB.sup.2)(CH.sub.2)-cPn                                 Na salt                                              4-72   0     --    tBu   5-(CH.sub.2).sub.3 CH(OB.sup.2)-Ph Na salt           4-73   0     --    tBu   5-(CH.sub.2).sub.4 CH(OB.sup.2)-cHx Na salt          4-74   0     --    tBu   5 (CH.sub.2).sub.4 CH(OB.sup.2)-cHp                  4-75   0     --    iPr   6-CH(OH)-cHx                                         4-76   0     --    iPr   6-CH(OH)CH.sub.2 -cHp                                4-77   0     --    iPr   6-CH(OH)(CH.sub.2).sub.3 cPn                         4-78   0     --    iPr   6-CH(OH)(CH.sub.2).sub.5 (2-ClPh)                    4-79   0     --    iPr   6-(CH.sub.2)CH(OH)-cHx                               4-80   0     --    iPr   6-(CH.sub.2)CH(OH)(CH.sub.2).sub.2 -cPn              4-81   0     --    iPr   6-(CH.sub.2)CH(OH)(CH.sub.2).sub.4 -cHp              4-82   0     --    iPr   6-(CH.sub.2).sub.2 CH(OH)-cHx                        4-83   0     --    iPr   6-(CH.sub.2).sub.2 CH(OH)(CH.sub.2) -cHp             4-84   0     --    iPr   6-(CH.sub.2).sub.2 CH(OH)(CH.sub.2).sub.3 -cPn       4-85   0     --    iPr   6-(CH.sub.2).sub.3 CH(OH)-cHx                        4-86   0     --    iPr   6-(CH.sub.2).sub.3 CH(OH)(CH.sub.2)Ph                4-87   0     --    iPr   6-(CH.sub.2).sub.3 CH(OH)(CH.sub.2).sub.3 -cHp       4-88   0     --    iPr   6-(CH.sub.2).sub.4 CH(OH)-cHx                        4-89   1     H     iPr   6-(CH.sub.2).sub.4 CH(OH)-cPn                        4-90   0     --    iPr   6-CH(OB.sup.2)-cHx Na salt                           4-91   0     --    iPr   6-CH(OB.sup.2)(CH.sub.2)-cHx Na salt                 4-92   0     --    iPr   6-CH(OB.sup.2)(CH.sub.2).sub.3 -cHx Na salt          4-93   0     --    iPr   6-CH(OB.sup.2)(CH.sub.2).sub.5 -cHx Na salt          4-94   0     --    iPr   6-(CH.sub.2)CH(OB.sup.2)-cHx Na salt                 4-95   0     --    iPr   6-(CH.sub.2)CH(OB.sup.2)(CH.sub.2).sub.3 -cHx                                 Na salt                                              4-96   0     --    iPr   6-(CH.sub.2).sub.2 CH(OB.sup.2)-cHx Na salt          4-97   0     --    iPr   6-(CH.sub.2).sub.2 CH(OB.sup.2)(CH.sub.2)-cHx                                 Na salt                                              4-98   0     --    iPr   6-(CH.sub.2).sub.2 CH(OB.sup.2)(CH.sub.2).sub.2                               -cHx                                                                          Na salt                                              4-99   0     --    iPr   6-(CH.sub.2).sub.2 CH(OB.sup.2)(CH.sub.2).sub.3                               -cHx                                                                          Na salt                                              4-100  0     --    iPr   6-(CH.sub.2).sub.2 CH(OB.sup.2)(CH.sub.2).sub.4                               -cHx                                                                          Na salt                                              4-101  0     --    iPr   6-(CH.sub.2).sub.2 CH(OD.sup.1)(CH.sub.2)-cHp                                 Na salt                                              4-102  0     --    iPr   6-(CH.sub.2).sub.2 CH(OE.sup.1)(CH.sub.2)-cPn                                 HCl salt                                             4-103  0     --    iPr   6-(CH.sub.2).sub.3 CH(OB.sup.2)-cHx Na salt          4-104  1     H     tBu   6-(CH.sub.2).sub.3 CH(OB.sup.2)-cHp Na salt          4-105  1     H     tBu   6-(CH.sub.2).sub.4 CH(OB.sup.2)-cHx Na salt          4-106  0     --    iPr   6-CH.sub.2 O(CH.sub.2).sub.3 Imd HCl salt            4-107  0     --    iPr   6-CH.sub.2 O(CH.sub.2).sub.4 Imd HCl salt            4-108  0     --    iPr   6-CH.sub.2 O(CH.sub.2).sub.5 Imd HCl salt            4-109  1     H     iPr   6-CH.sub.2 O(CH.sub.2).sub.3 Imd HCl salt            4-110  1     H     iPr   5-CH.sub.2 O(CH.sub.2).sub.3 Imd                     4-111  0     --    tBu   5-CH═CH--CH(OH)(CH.sub.2)-cHx                    4-112  0     --    iPr   6-CH═CH--CH(OH)(CH.sub.2)-cHx                    4-113  0     --    tBu   5-(C═O)(CH.sub.2)-cHx                            4-114  0     --    iPr   6-(CH.sub.2)C(═O)(CH.sub.2)-cHx                  4-115  0     --    tBu   5-(CH.sub.2).sub.2 C(═O)(CH.sub.2)-cHx           4-116  0     --    tBu   6-C(═O)--(CH.sub.2).sub.2 -cHx                   4-117  0     --    tBu   5-(CH.sub.2).sub.2 C(═O)(CH.sub.2)-cHp           4-118  0     --    SCH.sub.3                                                                           6-(CH.sub.2)O(CH.sub.2).sub.3 -Imd HCl               4-119  0     --    tBu   6-(CH.sub.2)O(CH.sub.2).sub.3 -Imd                   ______________________________________                                                                 HCl                                              

                  TABLE 5                                                         ______________________________________                                        Cpd.                                                                          No.   n     R.sup.1  R.sup.2                                                                           R.sup.3                                                                            R.sup.4                                         ______________________________________                                        5-1   0     G        --  tBu  5-CH(OH)-cHx                                    5-2   0     G        --  tBu  5-CH(OH)(CH.sub.2)-cHx                          5-3   0     G        --  tBu  5-CH(OH)(CH.sub.2).sub.2 -cHx                   5-4   0     G        --  tBu  5-CH(OH)(CH.sub.2).sub.3 -cHx                   5-5   0     G        --  tBu  5-CH(OH)(CH.sub.2).sub.4 -cHx                   5-6   0     G        --  tBu  5-CH(OH)(CH.sub.2).sub.5 -cHx                   5-7   1     K        H   tBu  5-CH(OH)(CH.sub.2).sub.6 -cHp                   5-8   0     J        --  tBu  5-CH(OH)(CH.sub.2).sub.5 -cPn                   5-9   1     K        H   tBu  5-CH(OH)(CH.sub.2).sub.4 -cHp                   5-10  0     G        --  tBu  5-CH(OH)(CH.sub.2).sub.3 -cHx                   5-11  0     J        --  tBu  5-CH(OH)(CH.sub.2).sub.2 -cPn                   5-12  0     G        --  tBu  5-(CH.sub.2)CH(OH)-cHx                          5-13  0     G        --  tBu  5-(CH.sub.2)CH(OH)(CH.sub.2)-cHx                5-14  0     G        --  tBu  5-(CH.sub.2)CH(OH)(CH.sub.2).sub.2 -cHx         5-15  0     K        --  tBu  5-(CH.sub.2)CH(OH)(CH.sub.2).sub.3 -cHx         5-16  0     J        --  tBu  5-(CH.sub.2)CH(OH)(CH.sub.2).sub.4 -cHx         5-17  0     G        --  tBu  5-(CH.sub.2).sub.2 CH(OH)(CH.sub.2)-cHx         5-18  1     G        H   tBu  5-(CH.sub.2).sub.2 CH(OH)(CH.sub.2).sub.2                                     -cn                                             5-19  0     K        --  tBu  5-(CH.sub.2).sub.2 CH(OH)(CH.sub.2)-cHx         5-20  0     K        --  tBu  5-(CH.sub.2).sub.2 CH(OH)-cHp                   5-21  0     K        --  tBu  5-(CH.sub.2).sub.3 CH(OH)-cHx                   5-22  0     G        --  tBu  5-(CH.sub.2).sub.3 CH(OH)(CH.sub.2)-cHx         5-23  0     G        --  tBu  5-(CH.sub.2).sub.3 CH(OH)(CH.sub.2).sub.2                                     -cx                                             5-24  0     G        --  tBu  5-(CH.sub.2).sub.3 CH(OH)(CH.sub.2).sub.3                                     -cx                                             5-25  1     G        H   tBu  5-(CH.sub.2).sub.3 CH(OH)(CH.sub.2).sub.2                                     -cp                                             5-26  0     G        --  tBu  5-(CH.sub.2).sub.3 CH(OH)(CH.sub.2)-cPn         5-27  0     J        --  tBu  5-(CH.sub.2).sub.3 CH(OH)-cHp                   5-28  0     J        --  tBu  5-(CH.sub.2).sub.4 CH(OH)-cHx                   5-29  0     J        --  tBu  5-(CH.sub.2).sub.4 CH(OH)(CH.sub.2)-cHx         5-30  0     J        --  tBu  5-(CH.sub.2).sub.4 CH(OH)(CH.sub.2).sub.2                                     -cx                                             5-31  0     J        --  tBu  5-(CH.sub.2).sub.4 CH(OH)(CH.sub.2)-cHp         5-32  1     G        H   tBu  5-(CH.sub.2).sub.4 CH(OH)-cPn                   5-33  0     J        --  tBu  5-CH(OH)Ph                                      5-34  0     G        --  tBu  5-CH(OH)(CH.sub.2).sub.3 Ph                     5-35  0     J        --  tBu  5-(CH.sub.2)CH(OH)(CH.sub.2).sub.2 Ph           5-36  0     G        --  tBu  5-(CH.sub.2)CH(OH)(CH.sub.2).sub.4 Ph           5-37  0     J        --  tBu  5-(CH.sub.2).sub.2 CH(OH)Ph                     5-38  0     J        --  tBu  5-(CH.sub.2).sub.2 CH(OH)CH.sub.2 (4-MePh)      5-39  0     J        --  tBu  5-(CH.sub.2).sub.2 CH(OH)(CH.sub.2).sub.3                                     Ph                                              5-40  0     J        --  tBu  5-(CH.sub.2).sub.3 CH(OH)(4-MePh)               5-41  0     J        --  tBu  5-(CH.sub.2).sub.4 CH(OH)(2-ClPh)               5-42  1     J        H   tBu  5-(CH.sub.2).sub.5 CH(OH)(2-MePh)               5-43  0     G        --  tBu  5-CH(OB.sup.2)-cHx Na salt                      5-44  0     G        --  tBu  5-CH(OB.sup.2)(CH.sub.2)-cHx Na salt            5-45  0     G        --  tBu  5-CH(OB.sup.2)(CH.sub.2).sub.2 -cHx Na                                        salt                                            5-46  0     G        --  tBu  5-CH(OB.sup.2)(CH.sub.2).sub.3 -cHx Na                                        salt                                            5-47  0     G        --  tBu  5-CH(OB.sup.2)(CH.sub.2).sub.4 -cHx Na                                        salt                                            5-48  0     G        --  tBu  5-CH(OB.sup.2)(CH.sub.2).sub.5 -cHp Na                                        salt                                            5-49  0     J        --  tBu  5-CH(OB.sup.2)(CH.sub.2).sub.4 -Ph Na salt      5-50  0     J        --  tBu  5-CH(OE.sup.1)(CH.sub.2).sub.2 -cPn                                           HCl salt                                        5-51  0     J        --  tBu  5-CH(OE.sup.1)-cHp HCl salt                     5-52  0     K        --  tBu  5-(CH.sub.2)CH(OB.sup.2)-cHx Na salt            5-53  0     G        --  tBu  5-(CH.sub.2)CH(OB.sup.2)(CH.sub.2)-cHx                                        Na salt                                         5-54  0     G        --  tBu  5-(CH.sub.2)CH(OB.sup.2)(CH.sub.2).sub.2                                      -cHx                                                                          Na salt                                         5-55  0     G        --  tBu  5-(CH.sub.2)CH(OB.sup.2)(CH.sub.2).sub.3                                      -cHx                                                                          Na salt                                         5-56  0     G        --  tBu  5-(CH.sub.2)CH(OB.sup.2)(CH.sub.2).sub.4                                      -cHx                                                                          Na salt                                         5-57  0     J        --  tBu  5-CH.sub.2 CH(OD.sup.1)(CH.sub.2).sub.5                                       -cHx                                                                          Na salt                                         5-58  0     G        --  tBu  5-(CH.sub.2).sub.2 CH(OB.sup.2)-cHx                                           Na salt                                         5-59  0     G        --  tBu  5-(CH.sub.2).sub.2 CH(OB.sup.2)(CH.sub.2)-cH                                  x                                                                             Na salt                                         5-60  0     G        --  tBu  5-(CH.sub.2).sub.2 CH(OB.sup.2)(CH.sub.2).su                                  b.2 -cHx                                                                      Na salt                                         5-61  0     G        --  tBu  5-(CH.sub.2).sub.2 CH(OB.sup.2)(CH.sub.2).su                                  b.3 -cHx                                                                      Na salt                                         5-62  0     J        --  tBu  5-(CH.sub.2).sub.2 CH(OB.sup.2)(CH.sub.2).su                                  b.4 -cHx                                                                      Na salt                                         5-63  0     G        --  tBu  5-(CH.sub.2).sub.2 CH(OB.sup.2)(CH.sub.2).su                                  b.3 -Ph                                                                       Na salt                                         5-64  0     G        --  tBu  5-(CH.sub.2).sub.2 CH(OB.sup.2)(CH.sub.2).su                                  b.2 -cHp                                                                      Na salt                                         5-65  1     J        H   tBu  5-(CH.sub.2).sub.2 CH(OD.sup.1)(CH.sub.2)-cH                                  p                                                                             Na salt                                         5-66  1     J        H   tBu  5-(CH.sub.2).sub.2 CH(OE.sup.1)-cPn                                           HCl salt                                        5-67  1     G        H   tBu  5-(CH.sub.2).sub.3 CH(OB.sup.2)-cHx Na                                        salt                                            5-68  1     G        H   tBu  5-(CH.sub.2).sub.3 CH(OB.sup.2)-cHx Na                                        salt                                            5-69  1     G        H   tBu  5-(CH.sub.2).sub.3 CH(OB.sup.3)(CH.sub.2).su                                  b.2 -cHx                                                                      Na salt                                         5-70  1     G        H   tBu  5-(CH.sub.2).sub.3 CH(OB.sup.2)(CH.sub.2).su                                  b.3 -cHx                                                                      Na salt                                         5-71  0     G        --  tBu  5-(CH.sub.2).sub.3 CH(OB.sup.2)(CH.sub.2)-cP                                  n                                                                             Na salt                                         5-72  0     G        --  tBu  5-(CH.sub.2).sub.3 CH(OB.sup.2)-Ph Na salt      5-73  0     G        --  tBu  5-(CH.sub.2).sub.4 CH(OB.sub.2)-cHx Na                                        salt                                            5-74  0     G        --  tBu  5-(CH.sub.2).sub.4 CH(OB.sup.2)-cHp             5-75  0     G        --  iPr  6-CH(OH)-cHx                                    5-76  0     J        --  iPr  6-CH(OH)CH.sub.2 -cHp                           5-77  0     K        --  iPr  6-CH(OH)(CH.sub.2).sub.3 -cPn                   5-78  0     K        --  iPr  6-CH(OH)(CH.sub.2).sub.5 -(2-ClPh)              5-79  0     G        --  iPr  6-(CH.sub.2)CH(OH)-cHx                          5-80  0     G        --  iPr  6-(CH.sub.2)CH(OH)(CH.sub.2).sub.2 -cPn         5-81  0     G        --  iPr  6-(CH.sub.2)CH(OH)(CH.sub.2).sub.4 -cHp         5-82  0     G        --  iPr  6-(CH.sub.2).sub.2 CH(OH)-cHx                   5-83  0     G        --  iPr  6-(CH.sub.2).sub.2 CH(OH)(CH.sub.2)-cHp         5-84  0     G        --  iPr  6-(CH.sub.2).sub.2 CH(OH)(CH.sub.2).sub.3                                     -cn                                             5-85  0     G        --  iPr  6-(CH.sub.2).sub.3 CH(OH)-cHx                   5-86  0     G        --  iPr  6-(CH.sub.2).sub.3 CH(OH)(CH.sub.2)Ph           5-87  0     G        --  iPr  6-(CH.sub.2).sub.3 CH(OH)(CH.sub.2).sub.3                                     -cp                                             5-88  0     G        --  iPr  6-(CH.sub.2).sub.4 CH(OH)-cHx                   5-89  1     J        H   iPr  6-(CH.sub.2).sub.4 CH(OH)-cPn                   5-90  0     J        --  iPr  6-CH(OB.sup.2)-cHx Na salt                      5-91  0     J        --  iPr  6-CH(OB.sup.2)(CH.sub.2)-cHx Na salt            5-92  0     G        --  iPr  6-CH(OB.sub.2)(CH.sub.2).sub.3 -cHx Na                                        salt                                            5-93  0     G        --  iPr  6-CH(OB.sup.2)(CH.sub.2).sub.5 -cHx Na                                        salt                                            5-94  0     K        --  iPr  6-(CH.sub.2)CH(OB.sup.2)-cHx Na salt            5-95  0     G        --  iPr  6-(CH.sub.2)CH(OB.sup.2)(CH.sub.2).sub.3                                      -cHx                                                                          Na salt                                         5-96  0     G        --  iPr  6-(CH.sub.2).sub.2 CH(OB.sup.2)-cHx Na                                        salt                                            5-97  0     G        --  iPr  6-(CH.sub.2).sub.2 CH(OB.sup.2)(CH.sub.2)-cH                                  x                                                                             Na salt                                         5-98  0     G        --  iPr  6-(CH.sub.2).sub.2 CH(OB.sup.2)(CH.sub.2).su                                  b.2 -cHx                                                                      Na salt                                         5-99  0     G        --  iPr  6-(CH.sub.2).sub.2 CH(OB.sup.2)(CH.sub.2).su                                  b.3 -cHx                                                                      Na salt                                         5-100 0     G        --  iPr  6-(CH.sub.2).sub.2 CH(OB.sup.2)(CH.sub.2).su                                  b.4 -cHx                                                                      Na salt                                         5-101 0     G        --  iPr  6-(CH.sub.2).sub.2 CH(OD.sup.1)(CH.sub.2)-cH                                  p                                                                             Na salt                                         5-102 0     G        --  iPr  6-(CH.sub.2).sub.2 CH(OE.sup.1)(CH.sub.2)-cP                                  n                                                                             HCl salt                                        5-103 0     G        --  iPr  6-(CH.sub.2).sub.3 CH(OB.sup.2)-cHx Na                                        salt                                            5-104 1     G        H   tBu  6-(CH.sub.2).sub.3 CH(OB.sup.2)-cHp Na                                        salt                                            5-105 1     G        H   tBu  6-(CH.sub.2).sub.4 CH(OB.sup.2)-cHx                                           Na salt                                         5-106 0     K        --  tBu  5-CH═CH--CH(OH)(CH.sub.2)-cHx               5-107 0     K        --  iPr  6-CH═CH--CH(OH)(CH.sub.2)-cHx               5-108 0     J        --  tBu  5-C(═0)(CH.sub.2)-cHx                       5-109 1     G        H   iPr  6-(CH.sub.2).sub.2 C(═0)(CH.sub.2)-cHx      5-110 1     G        H   tBu  5-(CH.sub.2).sub.2 C(═0)(CH.sub.2)-cHx      5-111 0     G        --  tBu  6-C(═0)-(CH.sub.2).sub.2 -cHx               5-112 0     tBu      --  tBu  5-CH(OH)-cHx                                    5-113 0     tBu      --  tBu  5-CH(OH)(CH.sub.2)-cHx                          5-114 0     tBu      --  tBu  5-CH(OH)(CH.sub.2).sub.2 -cHx                   5-115 0     tBu      --  tBu  5-CH(OH)(CH.sub.2).sub.3 -cHx                   5-116 0     tBu      --  tBu  5-CH(OH)(CH.sub.2).sub.4 -cHx                   5-117 0     tBu      --  tBu  5-(CH.sub.2).sub.2 CH(OH)-cHx                   5-118 0     tBu      --  tBu  5-(CH.sub.2).sub.2 CH(OH)(CH.sub.2)-cHx         5-119 0     tBu      --  tBu  5-(CH.sub.2).sub.2 CH(OH)(CH.sub.2).sub.2                                     -cx                                             5-120 0     tBu      --  tBu  5-(CH.sub.2).sub.2 CH(OH)(CH.sub.2).sub.3                                     -cx                                             5-121 0     tBu      --  tBu  5-(CH.sub.2).sub.2 CH(OH)(CH.sub.2).sub.4                                     -cx                                             5-122 0     tBuCH.sub.2                                                                            --  tBu  5-CH(OH)-cHx                                    5-123 0     tBuCH.sub.2                                                                            --  tBu  5-CH(OH)(CH.sub.2)-cHx                          5-124 0     tBuCH.sub.2                                                                            --  tBu  5-CH(OH)(CH.sub.2).sub.2 -cHx                   5-125 0     tBuCH.sub.2                                                                            --  tBu  5-CH(OH)(CH.sub.2).sub.3 -cHx                   5-126 0     tBuCH.sub.2                                                                            --  tBu  5-CH(OH)(CH.sub.2).sub.4 -cHx                   5-127 0     tbuCH.sub.2                                                                            --  tBu  5-(CH.sub.2).sub.2 CH(OH)-cHx                   5-128 0     tBuCH.sub.2                                                                            --  tBu  5-(CH.sub.2).sub.2 CH(OH)(CH.sub.2)-cHx         5-129 0     tBuCH.sub.2                                                                            --  tBu  5-(CH.sub.2).sub.2 CH(OH)(CH.sub.2).sub.2                                     -cx                                             5-130 0     tBuCH.sub.2                                                                            --  tBu  5-(CH.sub.2).sub.2 CH(OH)(CH.sub.2).sub.3                                     -cx                                             5-131 0     tBuCH.sub.2                                                                            --  tBu  5-(CH.sub.2).sub.2 CH(OH)(CH.sub.2).sub.4                                     -cx                                             5-132 0     Hp       --  tBu  5-CH(OH)-cHx                                    5-133 0     Hp       --  tBu  5-CH(OH)(CH.sub.2)-cHx                          5-134 0     Hp       --  tBu  5-CH(OH)(CH.sub.2).sub.2 -cHx                   5-135 0     Hp       --  tBu  5-CH(OH)(CH.sub.2).sub.3 -cHx                   5-136 0     Hp       --  tBu  5-CH(OH)(CH.sub.2).sub.4 -cHx                   5-137 0     Hp       --  tBu  5-(CH.sub.2).sub.2 CH(OH)-cHx                   5-138 0     Hp       --  tBu  5-(CH.sub.2).sub.2 CH(OH)(CH.sub.2)-cHx         5-139 0     Hp       --  tBu  5-(CH.sub.2).sub.2 CH(OH)(CH.sub.2).sub.2                                     -cx                                             5-140 0     Hp       --  tBu  5-(CH.sub.2).sub.2 CH(OH)(CH.sub.2).sub.3                                     -cx                                             5-141 0     Hp       --  tBu  5-(CH.sub.2).sub.2 CH(OH)(CH.sub.2).sub.4                                     -cx                                             ______________________________________                                    

Of the compounds listed above, the preferred compounds are thefollowing, that is to say Compounds No. 1-1, 1-2, 1-15, 1-25, 1-26,1-30, 1-34, 1-36, 1-38, 1-39, 1-45, 1-49, 1-63, 1-73, 1-87, 1-97, 1-111,1-120, 1-131, 1-145, 1-155, 1-169, 1-179, 1-193, 1-203, 1-217, 1-227,1-241, 1-251, 1-265, 1-275, 1-286, 1-289, 1-299, 1-325, 1-349, 1-363,1-373, 1-387, 1-397, 1-411, 1-421, 1-435, 1-445, 1-471, 1-485, 1-495,1-519, 1-543, 1-557, 1-567, 1-577, 1-587, 1-597, 1-613, 1-617, 1-628,1-642, 1-652, 1-661, 1-662, 1-670, 1-677, 1-684, 1-690, 1-696, 1-702,1-703, 1-707, 1-713, 1-718, 1-723, 1-747, 1-761, 1-771, 1-783, 1-788,1-799, 1-804, 1-810, 1-825, 1-831, 1-838, 1-839, 1-840, 1-841, 1-844,1-845, 1-854, 1-864, 1-873, 1-881, 1-891, 1-897, 1-907, 1-915, 1-923,1-929, 1-935, 1-943, 1-949, 1-959, 1-967, 1-976, 1-982, 1-986, 1-990,1-996, 1-1002, 1-1009, 1-1011, 1-1013, 1-1015, 1-1016, 1-1019, 1-1021,1-1022, 1-1023, 1-1026, 1-1030, 1-1037, 1-1046, 1-1054, 1-1057, 1-1064,1-1065, 1-1068, 1-1078, 1-1079, 1-1084, 1-1088, 1-1089, 1-1090, 1-1093,1-1095, 1-1100, 1-1102, 1-1103, 1-1104, 1-1105, 1-1106, 1-1107, 1-1108,1-1109, 1-1111, 1-1112, 1-1113, 1-1114, 1-1115, 1-1117, 1-1118, 1-1120,1-1121, 1-1122, 1-1124, 1-1127, 1-1129, 1-1131, 1-1132, 1-1136, 1-1137,1-1141, 1-1142, 1-1143, 1-1144, 1-1145, 1-1149, 1-1151, 1-1153, 1-1155,1-1156, 1-1157, 1-1158, 1-1159, 1-1160, 1-1163, 1-1164, 1-1165, 1-1166,1-1167, 1-1168, 1-1172, 1-1176, 1-1183, 1-1184, 1-1185, 1-1186, 1-1188,1-1191, 1-1192, 1-1193, 1-1194, 1-1197, 1-1199, 1-1200, 1-1203, 1-1204,1-1205, 1-1206, 1-1207, 1-1208, 1-1209, 1-1212, 1-1213, 1-1214, 1-1215,1-1216, 1-1219, 1-1220, 1-1221, 1-1222, 1-1223, 1-1224, 1-1234, 1-1235,1-1240, 1-1241, 1-1262, 1-1263, 1-1264, 1-1265, 1-1266, 1-1267, 1-1268,1-1269, 1-1271, 1-1278, 1-1279, 1-1283, 1-1290, 1-1291, 1-1300, 1-1301,1-1302, 1-1303, 1-1304, 1-1309, 1-1310, 1-1311, 1-1312, 1-1314, 1-1319,1-1325, 1-1326, 1-1327, 1-1331, 1-1332, 1-1336, 1-1337, 1-1342, 1-1343,1-1344, 1-1348, 1-1355, 1-1357, 1-1364, 1-1367, 1-1369, 1-1384, 1-1385,1-1386, 1-1387, 1-1397, 1-1409, 1-1418, 1-1425, 1-1434, 1-1442, 1-1461,1-1462, 1-1463, 1-1467, 1-1474, 1-1475, 1-1476, 1-1477, 1-1480, 1-1481,1-1522, 1-1552, 1-1565, 1-1567, 1-1862, 1-1875, 1-1877, 1-1890, 1-1903,1-1905, 1-1918, 1-1933, 1-1977, 1-1979, 1-1982, 1-2144, 1-2147, 1-2186,1-2276, 1-2361, 1-2387, 1-2388, 1-2389, 1-2390, 1-2657, 1-2659, 1-2660,1-2711, 1-2713, 1-2714, 1-2765, 1-2767, 1-2768, 1-2819, 1-2821, 1-2822,1-2855, 1-2910, 1-2911, 1-2914, 1-2915, 1-2918. 1-2920, 2-1, 2-2, 2-3,2-4, 2-5, 2-8, 2-13, 2-15, 2-17, 2-19, 2-22, 2-24, 2-27, 2-28, 2-37,2-38, 2-39, 2-43, 2-45, 2-48, 2-54, 2-58, 2-59, 2-60, 2-61, 2-62, 2-64,2-67, 2-75, 2-77, 2-82, 2-83, 2-84, 2-90, 2-97, 2-106, 2-109, 2-113,2-117, 2-119, 3-1, 3-2, 3-3, 3-4, 3-5, 3-8, 3-12, 3-13, 3-14, 3-16,3-17, 3-19, 3-28, 3-37, 3-38, 3-44, 3-45, 3-46, 3-48, 3-51, 3-58, 3-59,3-60, 3-61, 3-62, 3-64, 3-68, 3-76, 3-77, 3-19, 3-28, 3-37, 3-38, 3-44,3-45, 3-46, 3-48, 3-51, 3-58, 3-59, 3-60, 3-61, 3-62, 3-64, 3-68, 3-76,3-77,3-82, 3-83, 3-84, 3-85, 3-90, 3-91, 3-93, 3-97, 3-99, 3-106, 3-109,3-110, 3-114, 3-118, 3-119, 3-121, 3-123, 4-1, 4-2, 4-3, 4-4, 4-5, 4-13,4-17, 4-18, 4-19, 4-20, 4-23, 4-27, 4-37, 4-43, 4-44, 4-45, 4-46, 4-47,4-54, 4-58, 4-59, 4-60, 4-61, 4-62, 4-64, 4-75, 4-77, 4-82, 4-83, 4-84,4-90, 4-97, 4-98, 4-99, 4-100, 4-106, 4-109, 4-115, 5-1, 5-2, 5-3, 5-4,5-5, 5-8, 5-13, 5-17, 5-19, 5-26, 5-39, 5-44, 5-45, 5-46, 5-48, 5-52,5-58, 5-59, 5-60, 5-61, 5-62, 5-63, 5-64, 5-68, 5-76, 5-77, 5-78, 5-82,5-83, 5-84, 5-96, 5-97, 5-98, 5-99, 5-100, 5-106 and 5-111, of whichCompounds No. 1-1, 1-15, 1-25, 1-26, 1-39, 1-49, 1-63, 1-73, 1-87, 1-97,1-131, 1-145, 1-155, 1-169, 1-179, 1-203, 1-227, 1-251, 1-275, 1-325,1-349, 1-373, 1-397, 1-421, 1-435, 1-471, 1-495, 1-543, 1-567, 5-587,1-597, 1-613, 1-628, 1-652, 1-662, 1-670, 1-677, 1-684, 1-696, 1-702,1-703, 1-707, 1-713, 1-718, 1-723, 1-747, 1-761, 1-771, 1-783, 1-788,1-799, 1-804, 1-810, 1-825, 1-838, 1-839, 1-845, 1-854, 1-864, 1-873,1-881, 1-891, 1-943, 1-949, 1-959, 1-967, 1-976, 1-982, 1-990, 1-996,1-1002, 1-1021, 1-1022, 1-1023, 1-1026, 1-1037, 1-1046, 1-1057, 1-1064,1-1065, 1-1068, 1-1078, 1-1079, 1-1084, 1-1088, 1-1089, 1-1093, 1-1100,1-1102, 1-1103, 1-1104, 1-1105, 1-1106, 1-1107, 1-1108, 1-1109, 1-1111,1-1112, 1-1113, 1-1114, 1-1115, 1-1117, 1-1118, 1-1120, 1-1121, 1-1122,1-1124, 1-1127, 1-1129, 1-1131, 1-1132, 1-1136, 1-1137, 1-1142, 1-1143,1-1155, 1-1156, 1-1157, 1-1158, 1-1159, 1-1160, 1-1163, 1-1164, 1-1167,1-1172, 1-1176, 1-1183, 1-1184, 1-1185, 1-1194, 1-1203, 1-1204, 1-1205,1-1206, 1-1207, 1-1208, 1-1219, 1-1220, 1-1221, 1-1222, 1-1223, 1-1224,1-1263, 1-1264, 1-1278, 1-1281, 1-1282, 1-1357, 1-1364, 1-1384, 1-1385,1-1386, 1-1387, 1-1397, 1-1409, 1-1425, 1-1461, 1-1462, 1-1463, 1-1467,1-1474, 1-1475, 1-1476, 1-1477, 1-1480, 1-1481, 1-1522, 1-1552, 1-1565,1-1567, 1-1862, 1-1875, 1-1877, 1-1890, 1-1903, 1-1905, 1-1918, 1-1933,1-1977, 1-1979, 1-1982, 1-2144, 1-2147, 1-2186, 1-2276, 1-2361, 1-2387,1-2388, 1-2389, 1-2390, 1-2657, 1-2659, 1-2660, 1-2711, 1-2713, 1-2714,1-2765, 1-2767, 1-2768, 1-2819, 1-2821, 1-2822, 1-2855, 1-2910, 1-2911,1-2914, 1-2915, 1-2918, 1-2920, 2-1, 2-2, 2-3, 2-4, 2-5, 2-8, 2-13,2-15, 2-17, 2-19, 2-37, 2-38, 2-43, 2-45, 2-48, 2-58, 2-59, 2-60, 2-61,2-62, 2-64, 2-75, 2-77, 2-82, 2-83, 2-84, 2-97, 2-106, 2-109, 2-117,2-119, 3-1, 3-2, 3-3, 3-4, 3-5, 3-8, 3-13, 3-14, 3-19, 3-37, 3-44, 3-45,3-46, 3-48, 3-58, 3-59, 3-60, 3-61, 3-62, 3-64, 3-68, 3-76, 3-82, 3-83,3-84, 3-90, 3-91, 3-93, 3-97, 3-99, 3-106, 3-109, 3-110, 3-118, 3-119,3-121, 3-123, 4-1, 4-2, 4-3, 4-4, 4-5, 4-17, 4-18, 4-19, 4-43, 4-44,4-45, 4-46, 4-47, 4-58, 4-59, 4-60, 4-61, 4-62, 4-77, 4-82, 4-84, 4-97,4-98, 4-99, 4-100, 4-106, 4-109, 5-1, 5-2, 5-3, 5-4, 5-5, 5-8, 5-17,5-19, 5-39, 5-44, 5-45, 5-46, 5-48, 5-58, 5-59, 5-60, 5-61, 5-62, 5-63,5-64, 5-68, 5-76, 5-77, 5-78, 5-82, 5-83, 5-84, 5-96, 5-97, 5-98, 5-99and 5-100 preferred, Compounds No. 1-1, 1-25, 1-26, 1-49, 1-73, 1-131,1-179, 1-203, 1-227, 1-251, 1-275, 1-325, 1-349, 1-373, 1-397, 1-421,1-628, 1-652, 1-662, 1-670, 1-677, 1-684, 1-696, 1-702, 1-703, 1-713,1-718, 1-723, 1-747, 1-771, 1-788, 1-799, 1-804, 1-943, 1-949, 1-959,1-1023, 1-1046, 1-1065, 1-1093, 1-1102, 1-1111, 1-1120, 1-1129, 1-1183,1-1263, 1-1385, 1-1387, 1-1474, 1-1475, 1-1480, 1-1481, 1-1522, 1-1552,1-1565, 1-1567, 1-1862, 1-1875, 1-1877, 1-1890, 1-1903, 1-1905, 1-1918,1-1933, 1-1977, 1-1979, 1-1982, 1-2144, 1-2147, 1-2186, 1-2276, 1-2361,1-2387, 1-2388, 1-2389, 1-2390, 1-2657, 1-2659, 1-2660, 1-2711, 1-2713,1-2714, 1-2765, 1-2767, 1-2768, 1-2819, 1-2821, 1-2822, 1-2855, 1-2910,1-2911, 1-2914, 1-2915, 1-2918 and 1-2920, are still more preferred,Compounds No. 1-1, 1-25, 1-49, 1-73, 1-131, 1-179, 1-275, 1-325, 1-349,1-397, 1-421, 1-652, 1-662, 1-684, 1-696, 1-702, 1-718, 1-723, 1-747,1-771, 1-788, 1-799, 1-804, 1-943, 1-1046, 1-1065, 1-1102, 1-1111,1-1129, 1-1263, 1-1387, 1-1474, 1-1475, 1-1480, 1-1481, 1-1522, 1-1552,1-1565, 1-1567, 1-1862, 1-1875, 1-1890, 1-1903, 1-1933, 1-1977, 1-2144,1-2186, 1-2387, 1-2389, 1-2390, 1-2713, 1-2765, 1-2768, 1-2855, 1-2910,1-2911, 1-2914, 1-2915, 1-2918 and 1-2920 are even more preferred.

The most preferred compounds are Compounds No.:

1-1.N-[2-t-Butyl-5-(5-cyclohexyl-3-hydroxypentyl)phenyl]-2-(9H-xanthen-9-yl)acetamide;

1-25.N-[2-t-Butyl-5-(4-cyclohexyl-3-hydroxybutyl)phenyl]-2-(9H-xanthen-9-yl)acetamide;

1-49.N-[2-t-Butyl-5-(6-cyclohexyl-3-hydroxyhexyl)phenyl]-2-(9H-xanthen-9-yl)acetamide;

1-73.N-[2-t-Butyl-5-(7-cyclohexyl-3-hydroxyheptyl)phenyl]-2-(9H-xanthen-9-yl)acetamide;

1-131.N-[2-t-Butyl-5-(3-cyclohexyl-3-hydroxypropyl)phenyl]-2-(9H-xanthen-9-yl)acetamide;

1-179.N-[2-t-Butyl-5-(2-cyclohexyl-1-hydroxyethyl)phenyl]-2-(9H-xanthen-9-yl)acetamide;

1-684.N-[2-t-Butyl-5-(6-cyclopentyl-1-hydroxyhexyl)phenyl]-2-(9H-xanthen-9-yl)acetamide;

1-1102.1-(2-{4-t-Butyl-3-[2-(9H-xanthen-9-yl)acetamido]phenyl}ethyl)-2-cyclohexylethylsodium succinate;

1-1111.1-(2-{4-t-Butyl-3-[2-(9H-xanthen-9-yl)acetamido]phenyl}ethyl)-3-cyclohexylpropylsodium succinate;

1-1129. Sodium1-(2-{4-t-butyl-3-[2-(9H-xanthen-9-yl)acetamido]phenyl}ethyl)-5-cyclohexylpentylsuccinate;

1-1474.N-{2-[3-(1-Imidazolyl)propoxy]methyl-6-methylthiophenyl}-2-(9H-xanthen-9-yl)acetamidehydrochloride;

1-1475.N-{2-[3-(1-Imidazolyl)propoxy]methyl-6-methylthiophenyl}-2-(9H-xanthen-9-yl)acetamide;

1-1480.N-{2-[3-(1-Imidazolyl)propoxy]methyl-6-t-butylphenyl}-2-(9H-xanthen-9-yl)acetamidehydrochloride;

1-1552. Sodium salt ofα-1-(2-{4-t-butyl-3-[2-9H-xanthen-9-yl)acetamido]phenyl}ethyl)-2-cyclohexylethylcarboxymethylthioacetate;

1-1565.N-(2-t-Butyl-5-{3-[2-(1-imidazolyl)acetoxy]-4-cyclohexylbutyl}phenyl)-2-(9H-xanthen-9-yl)acetamidehydrochloride;

1-1567. Sodium salt ofN-(2-t-butyl-5-{3-[2-(carboxymethoxy)acetoxy]-4-cyclohexylbutyl}phenyl)-2-(9H-xanthen-9-yl)acetamide;

1-1933. Sodium salt ofN-(2-t-butyl-5-{7-cyclohexyl-3-[2-(carboxymethoxy)acetoxy]heptyl}phenyl)-2-(9H-xanthen-9-yl)acetamide;

1-1977.N-[2-t-Butyl-5-(4-cyclohexyl-2-(hydroxymethyl)butyl]phenyl]-2-(9H-xanthen-9-yl)acetamide;

1-2389.N-{2-t-Butyl-5-[4-(2-cyclohexylethoxy)-3-hydroxybutyl]phenyl}-2-(9H-xanthen-9-yl)acetamide;

1-2390.N-[2-t-Butyl-5-(5-cyclohexyloxy-3-hydroxypentyl)phenyl]-2-(9H-xanthen-9-yl)acetamide;

1-2713.N-(2-t-Butyl-5-{4-(2-cyclohexylethoxy)-3-[2-(1-imidazolyl)acetoxy]butyl}phenyl)-2-(9H-xanthen-9-yl)acetamidehydrochloride;

1-2768. Sodium salt ofN-{2-t-butyl-5-(3-[2-(carboxymethoxy)acetoxy]-5-cyclohexyloxypentyl}phenyl)-2-(9H-xanthen-9-yl)acetamide;

1-2920.N-{2-t-Butyl-5-[(2-ethyl-1-imidazolyl)methyl]phenyl}-2-(9H-xanthen-9-yl)acetamide;

and pharmaceutically acceptable salts thereof.

The compounds of the present invention can be prepared by a variety ofwell Known methods, for example as illustrated by the following ReactionSchemes I to XXVI: ##STR14##

In the above formulae:

R¹, R², R³, R⁴, R⁵, R⁶, R⁷, R⁸, R⁹, R¹⁰, A¹, A², A³, A⁴, A⁵ and m are asdefined above;

R¹¹ represents an alkyl group having from 1 to 6 carbon atoms(preferably a methyl or ethyl group);

R¹² represents an alkylsulfonyl or arylsulfonyl group in which the arylgroup is as defined above and the alkyl group has from 1 to 6 carbonatoms (preferably a methanesulfonyl or p-toluenesulfonyl group);

A^(3b) represents an alkylene group having from 1 to 8 carbon atoms(with a proviso that the number of carbon atoms in the carbon chain isless than that of A³ by one carbon atom);

R^(4a) has the same meaning as defined for R⁴ (with a proviso that itmay optionally have a protecting group);

R^(4b) represents an alkylene group having from 1 to 10 carbon atomswhich may be saturated or may include carbon-carbon double bonds (withthe proviso that the number of carbon atoms in the carbon chain is lessthan that of A⁴ by one carbon atom);

X¹ represents a hydroxy group or a halogen atom (preferably chlorine);

X² represents a halogen atom (preferably bromine or iodine), analkylsulfonyloxy group having from 1 to 6 carbon atoms (preferably amethanesulfonyloxy group) or an arylsulfonyloxy group in which the arylpart is as defined above;

W¹ represents a hydroxy-protecting group (preferably a trialkylsilylgroup, particularly a t-butyldimethylsilyl group), a methoxymethylgroup, an acyl group, an aralkyl group (particularly a benzyl group) ora tetrahydropyranyl group;

W² represents a hydroxy-protecting group (preferably a trialkylsilylgroup, particularly a t-butyldimethylsilyl group), an aralkyl group(particularly a benzyl or trityl group), an acyl group (particularly anacetyl group) or a tetrahydropyranyl group;

W³ represents a hydroxy protecting group (preferably a trialkylsilylgroup, particularly a t-butyldimethylsilyl group; an alkoxyalkyl group,particularly a methoxymethyl group; or a tetrahydropyranyl group, mostpreferably a t-butyldimethylsilyl group);

X^(s) represents a group of formula:

    [R.sup.13 S(O).sub.p ]C[R.sup.14 S(O).sub.q ]

(wherein R¹³ and R¹⁴ are the same or different and each represents analkyl group having from 1 to 6 carbon atoms or an aryl group as definedabove, or R¹³ and R¹⁴ together represent an alkylene group having from 1to 5 carbon atoms, and p and q are the same or different and each is 0,1 or 2), preferably one of the following groups of formula (101), (102),(103), (104) or (105): ##STR15## R^(6a) represents -(M)_(n) 2-A⁵ -R⁶ inwhich M, n², A⁵ and R⁶ and are as defined above;

R¹⁵ represents an imidazolyl or benzimidazolyl group substituted by atleast one substituent selected from the group consisting of substituentsβ, defined above;

s represents 0 or an integer of from 1 to 7; and

v represents an integer of from 1 to 10.

The reactions may be carried out as follows:

Reaction Scheme I

Step 1: Condensation

In this step, a compound of formula (4) is prepared by reacting acompound of formula (2) with a compound of formula (3) in an inertsolvent. Where X¹ represents a hydroxy group, the reaction is conductedin the presence of a condensing agent and a base; and where X¹represents a halogen atom, it is conducted in the presence of a base.

Where X¹ represents a hydroxy group (Step 1a), the reaction is normallyand preferably effected in the presence of a suitable solvent. There isno particular limitation upon the nature of the solvent used, providedthat it has no adverse effect upon the reaction and that it can dissolvethe starting material at least to some extent. Examples of preferredsolvents include: aromatic hydrocarbons, such as benzene, toluene orxylene; halogenated hydrocarbons, such as methylene chloride,chloroform, dichloroethane, chlorobenzene or dichlorobenzene; esters,such as ethyl formate, ethyl acetate, propyl acetate, butyl acetate ordiethyl carbonate; ethers, such as diethyl ether, diisopropyl ether,tetrahydrofuran, dioxane, dimethoxyethane or diethylene glycol dimethylether; ketones, such as acetone or methyl ethyl ketone; nitro compounds,such as nitroethane or nitrobenzene; nitriles, such as acetonitrile orisobutyronitrile; amides, such as formamide, dimethylformamide,dimethylacetamide or hexamethylphosphoric triamide; and sulfoxides, suchas dimethyl sulfoxide or sulfolane; more preferably an aromatichydrocarbon (particularly benzene), a halogenated hydrocarbon(particularly methylene chloride) or an ether (particularlytetrahydrofuran).

There is likewise no particular restriction on the nature of thecondensing agent used, and examples of suitable such agents include:di(lower alkyl) azodicarboxylates-triphenylphosphine, such as diethylazodicarboxylate-triphenylphosphine; N-(loweralkyl)-5-arylisoxazolium-3'-sulfonates, such asN-ethyl-5-phenylisoxazolium-3'-sulfonate;N,N'-dicycloalkylcarbodiimides, such as N,N'-dicyclohexylcarbodiimide(DCC); 2-halo-1-(lower alkyl)pyridinium halides, such as2-chloro-1-methylpyridinium iodide; diarylphosphoryl azides, such asdiphenylphosphoryl azide (DPPA); phosphoryl chlorides, such as diethylphosphoryl chloride; imidazole derivatives, such asN,N'-carbonyldiimidazole (CDI); and carbodimide derivatives, such as1-ethyl-3-(3-dimethylaminopropyl)carbodiimide (EDAPC); preferablyN,N'-dicyclohexylcarbodiimide, 2-chloro-1-methylpyridinium iodide anddiethyl phosphoryl chloride.

There is also no particular limitation on the nature of the base to beused, provided that it does not adversely affect the molecules of thereagents, and examples include organic bases, such as triethylamine,tributylamine, diisopropylethylamine, N-methylmorpholine, pyridine,4-(N,N-dimethylamino)pyridine, 4-pyrrolidinopyridine,N,N-dimethylaniline, N,N-diethylaniline,1,5-diazabicyclo[4.3.0]non-5-ene, 1,4-diazabicyclo[2.2.2]octane (DABCO)and 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU). Of these, we prefertriethylamine, diisopropylethylamine or pyridine.

The reaction can take place over a wide range of temperatures, and theprecise reaction temperature is not critical to the invention. Thepreferred reaction temperature will depend upon such factors as thenature of the solvent, and the starting material or reagent used.However, in general, we find it convenient to carry out the reaction ata temperature of from 0° to 150° C., more preferably from 25° to 120° C.The time required for the reaction may also vary widely, depending onmany factors, notably the reaction temperature and the nature of thereagents and solvent employed. However, provided that the reaction iseffected under the preferred conditions outlined above, a period of from10 minutes to 48 hours, more preferably from 1 to 24 hours, will usuallysuffice.

After completion of the reaction, the desired compound of formula (1)can be recovered from the reaction mixture by conventional means. Forexample, one suitable method comprises: properly neutralizing thereaction mixture; filtering off insoluble materials, if any; addingwater and a water-immiscible organic solvent, such as ethyl acetate;washing the organic phase with water; separating the organic phasecontaining the desired compound; drying the extract over a drying agent,such as anhydrous magnesium sulfate; and distilling off the solvent. Thedesired compound can, if required, be further purified by suchconventional means as recrystallization, reprecipitation or the variouschromatography techniques, notably column chromatography.

Where X¹ represents a halogen atom (Step 1b), the reaction is normallyand preferably effected in the presence of a suitable solvent. There isno particular restriction on the nature of the solvent to be employed,provided that it has no adverse effect on the reaction or on thereagents involved and that it can dissolve the reagents, at least tosome extent. Examples of suitable solvents include: aromatichydrocarbons, such as benzene, toluene or xylene; halogenatedhydrocarbons, such as methylene chloride, chloroform, dichloroethane,chlorobenzene or dichlorobenzene; esters, such as ethyl formate, ethylacetate, propyl acetate, butyl acetate or diethyl carbonate; ethers,such as tetrahydrofuran, dioxane or dimethoxyethane; ketones, such asacetone or methyl ethyl ketone; and amides, such as formamide,dimethylformamide, dimethylacetamide or hexamethylphosphoric triamide.Of these, we prefer the aromatic hydrocarbons (particularly benzene) andhalogenated hydrocarbons (particularly methylene chloride).

There is also no particular limitation on the nature of the base to beused, provided that it does not adversely affect the molecules of thereagents, and examples include organic bases, such as triethylamine,tributylamine, diisopropylethylamine, N-methylmorpholine, pyridine,4-(N,N-dimethylamino)pyridine, N,N-dimethylaniline, N,N-diethylaniline,1,5-diazabicyclo[4.3.0]non-5-ene, 1,4-diazabicyclo[2.2.2]octane (DABCO)and 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU). Of these, we preferpyridine or N,N-dimethylaniline.

The reaction can take place over a wide range of temperatures, and theprecise reaction temperature is not critical to the invention. Thepreferred reaction temperature will depend upon such factors as thenature of the solvent, and the starting material or reagent used.However, in general, we find it convenient to carry out the reaction ata temperature of from -78° to 50° C., more preferably from -40° to 25°C. The time required for the reaction may also vary widely, depending onmany factors, notably the reaction temperature and the nature of thereagents and solvent employed. However, provided that the reaction iseffected under the preferred conditions outlined above, a period of from5 minutes to 24 hours, more preferably from 10 minutes to 24 hours, willusually suffice.

After completion of the reaction, the desired compound of formula (1)can be recovered from the reaction mixture by conventional means. Forexample, one suitable method comprises: properly neutralizing thereaction mixture; filtering off insoluble materials, if any; addingwater and a water-immiscible organic solvent such as ethyl acetate;washing the organic phase with water; separating the organic phasecontaining the desired compound; drying the extract over a drying agent,such as anhydrous magnesium sulfate; and distilling off the solvent. Thedesired compound can, if required, be further purified by suchconventional means as recrystallization, reprecipitation or the variouschromatography techniques, notably column chromatography.

Step 2: Deprotection

In this step, a compound of formula (1a) is prepared by reacting acompound of formula (4) with a deprotecting agent in an inert solvent toremove a group represented by W¹.

The reaction is normally and preferably effected in the presence of asolvent. There is no particular restriction on the nature of the solventto be employed, provided that it has no adverse effect on the reactionor on the reagents involved and that it can dissolve the reagents, atleast to some extent. Examples of suitable solvents include: aromatichydrocarbons, such as benzene, toluene or xylene; halogenatedhydrocarbons, such as methylene chloride, chloroform or dichloroethane;ethers, such as diethyl ether, tetrahydrofuran, dioxane ordimethoxyethane; alcohols, such as methanol or ethanol; and nitriles,such as acetonitrile or isobutyronitrile. Of these, we prefer thearomatic hydrocarbons (particularly benzene), ethers (particularlytetrahydrofuran) and alcohols (particularly methanol).

Where the protecting group used is a silyl group, such as at-butyldimethylsilyl group, it can be cleaved by using an inorganicacid, such as hydrochloric acid, or a reagent capable of forming afluoride ion, such as tetrabutylammonium fluoride. The reaction can takeplace over a wide range of temperatures, and the precise reactiontemperature is not critical to the invention. The preferred reactiontemperature will depend upon such factors as the nature of the solvent,and the starting material or reagent used. However, in general, we findit convenient to carry out the reaction at a temperature of from roomtemperature to 70° C. The time required for the reaction may also varywidely, depending on many factors, notably the reaction temperature andthe nature of the reagents and solvent employed. However, provided thatthe reaction is effected under the preferred conditions outlined above,a period of from 1 to 24 hours will usually suffice.

Where the protecting group used is a methoxymethyl group, it can beremoved by using an inorganic acid, such as hydrogen chloride in anorganic solvent such as dioxane, methanol or ethyl acetate. The reactioncan take place over a wide range of temperatures, and the precisereaction temperature is not critical to the invention. The preferredreaction temperature will depend upon such factors as the nature of thesolvent, and the starting material or reagent used. However, in general,we find it convenient to carry out the reaction at a temperature of fromroom temperature to 70° C. The time required for the reaction may alsovary widely, depending on many factors, notably the reaction temperatureand the nature of the reagents and solvent employed. However, providedthat the reaction is effected under the preferred conditions outlinedabove, a period of from 1 to 24 hours will usually suffice.

Where the protecting group used is a tetrahydropyranyl group, it can becleaved by using an inorganic acid, such as hydrochloric acid, or anorganic acid, such as p-toluenesulfonic acid. The reaction can takeplace over a wide range of temperatures, and the precise reactiontemperature is not critical to the invention. The preferred reactiontemperature will depend upon such factors as the nature of the solvent,and the starting material or reagent used. However, in general, we findit convenient to carry out the reaction at a temperature of from roomtemperature to 50° C. The time required for the reaction may also varywidely, depending on many factors, notably the reaction temperature andthe nature of the reagents and solvent employed. However, provided thatthe reaction is effected under the preferred conditions outlined above,a period of from 1 to 24 hours will usually suffice.

Where the protecting group used is an acyl group, such as an acetylgroup, it can be cleaved by using an alkali metal alkoxide, such assodium methoxide or potassium methoxide, or an alkali metal hydroxide,such as sodium hydroxide or potassium hydroxide. The reaction can takeplace over a wide range of temperatures, and the precise reactiontemperature is not critical to the invention. The preferred reactiontemperature will depend upon such factors as the nature of the solvent,and the starting material or reagent used. However, in general, if, asis preferred, the reaction is carried out using methanol as the solvent,we find it convenient to carry out the reaction at a temperature ofabout 60° C. The time required for the reaction may also vary widely,depending on many factors, notably the reaction temperature and thenature of the reagents and solvent employed. However, provided that thereaction is effected under the preferred conditions outlined above, aperiod of from 1 to 24 hours will usually suffice.

After completion of the reaction, the desired compound can be recoveredfrom the reaction mixture by conventional means. For example, onesuitable method comprises: properly neutralizing the reaction mixture;filtering off insoluble materials, if any; adding water and awater-immiscible organic solvent, such as ethyl acetate; washing theorganic phase with water; separating the organic phase containing thedesired compound; drying the extract over a drying agent, such asanhydrous magnesium sulfate; and distilling off the solvent. The desiredcompound, if required, can be further purified by such conventionalmeans as recrystallization, reprecipitation or the variouschromatography techniques, notably column chromatography.

Step 3: Esterification

In this step, a compound of formula (1b) is prepared by reacting acompound of formula (1a) with an acid anhydride, monoester, particularlybenzyl-, t-butyl- or benzhydryl- ester, or monoester, particularlybenzyl-, t-butyl- or benzhydryl- ester, monoacid halide of adicarboxylic acid or a carboxylic acid in an inert solvent. Where anacid anhydride of a dicarboxylic acid is used, the reaction is normallyand preferably carried out in the presence of a base; where a monoesterof a dicarboxylic or carboxylic acid is used, the reaction is normallyand preferably carried out in the presence of a condensing agent and abase; and where a monoester monoacid halide of a dicarboxylic acid isused, the reaction is normally and preferably carried out in thepresence of a base.

Where an acid anhydride is used (Step 3a), the reaction is normally andpreferably effected in the presence of a solvent. There is no particularrestriction on the nature of the solvent to be employed, provided thatit has no adverse effect on the reaction or on the reagents involved andthat it can dissolve the reagents, at least to some extent. Examples ofsuitable solvents include: aromatic hydrocarbons, such as benzene,toluene or xylene; halogenated hydrocarbons, such as methylene chloride,chloroform, dichloroethane, chlorobenzene or dichlorobenzene; esters,such as ethyl acetate, propyl acetate, butyl acetate or diethylcarbonate; ethers, such as tetrahydrofuran, dioxane, dimethoxyethane ordiethylene glycol dimethyl ether; ketones, such as acetone or methylethyl ketone; nitriles, such as acetonitrile or isobutyronitrile; andpyridine or substituted derivatives thereof, such as pyridine or2,6-lutidine. Of these, we prefer the aromatic hydrocarbons(particularly toluene or xylene) and pyridine or substituted derivativesthereof (particularly pyridine).

There is also no particular limitation on the nature of the base to beused, provided that it does not adversely affect the molecules of thereagents, and examples include organic bases, such as triethylamine,tributylamine, diisopropylethylamine, N-methylmorpholine, pyridine,4-(N,N-dimethylamino)pyridine, N,N-dimethylaniline, N,N-diethylaniline,1,5-diazabicyclo[4.3.0]non-5-ene, 1,4-diazabicyclo[2.2.2]octane (DABCO)or 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU), preferably triethylamine orpyridine.

The reaction can take place over a wide range of temperatures, and theprecise reaction temperature is not critical to the invention. Thepreferred reaction temperature will depend upon such factors as thenature of the solvent, and the starting material or reagent used.However, in general, we find it convenient to carry out the reaction ata temperature of from 50° to 150° C., preferably 70° to 120° C. The timerequired for the reaction may also vary widely, depending on manyfactors, notably the reaction temperature and the nature of the reagentsand solvent employed. However, provided that the reaction is effectedunder the preferred conditions outlined above, a period of from 1 to 72hours, preferably from 1 to 30 hours, will usually suffice.

After completion of the reaction, the desired compound can be recoveredfrom the reaction mixture by conventional means. For example, onesuitable method comprises: acidifying the reaction mixture; filteringoff insoluble materials, if any; adding water and a water-immiscibleorganic solvent, such as ethyl acetate; washing the organic phase withwater; separating the organic phase containing the desired compound;drying the extract over a drying agent, such as anhydrous magnesiumsulfate; and distilling off the solvent. The desired compound thusobtained can, if required, be further purified by such conventionalmeans as recrystallization, reprecipitation or the variouschromatography techniques, notably column chromatography.

Where a monoester of a dicarboxylic or carboxylic acid is used (Step3b), the reaction is normally and preferably effected in the presence ofa solvent. There is no particular restriction on the nature of thesolvent to be employed, provided that it has no adverse effect on thereaction or on the reagents involved and that it can dissolve thereagents, at least to some extent. Examples of suitable solventsinclude: aromatic hydrocarbons, such as benzene, toluene or xylene;halogenated hydrocarbons, such as methylene chloride, chloroform,dichloroethane, chlorobenzene or dichlorobenzene; esters, such as ethylacetate, propyl acetate, butyl acetate or diethyl carbonate; ethers,such as tetrahydrofuran, dioxane, dimethoxyethane or diethylene glycoldimethyl ether; ketones, such as acetone or methyl ethyl ketone; andnitriles, such as acetonitrile or isobutyronitrile. Of these, we preferthe aromatic hydrocarbons (particularly benzene), ethers (particularlytetrahydrofuran) and halogenated hydrocarbons (particularly methylenechloride).

There is no particular restriction on the nature of the condensing agentto be used, and suitable examples include di(lower alkyl)azodicarboxylates-triphenylphosphine, such as diethylazodicarboxylate-triphenylphosphine; N-(loweralkyl)-5-arylisoxazolium-3'-sulfonates, such asN-ethyl-5-phenylisooxozolium-3'-sulfonate;N,N'-dicycloalkylcarbodiimides, such as N,N'-dicyclohexylcarbodiimide;2-halo-1-(lower alkyl)pyridinium halides, such as2-chloro-1-methylpyridinium iodide; diarylphosphoryl azides, such asdiphenylphosphoryl azide (DPPA); imidazole derivatives, such asN,N'-carbodiimidazole (CDI); and carbodiimides, such as1-ethyl-3-(3-dimethylaminopropyl)carbodiimide (EDAPC). Of these, weprefer N,N'-dicyclohexylcarbodiimide, 2-chloro-1-methylpyridinium iodideand 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide.

There is also no particular limitation on the nature of the base to beused, provided that it does not adversely affect the molecules of thereagents, and examples include organic bases, such as triethylamine,tributylamine, diisopropylethylamine, N-methylmorpholine, pyridine,4-(N,N-dimethylamino)pyridine, N,N-dimethylaniline, N,N-diethylaniline,1,5-diazabicyclo[4.3.0]non-5-ene, 1,4-diazabicyclo[2.2.2]octane (DABCO)and 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU). Of these, we prefertriethylamine or N-diisopropyl-N-ethylamine.

The reaction can take place over a wide range of temperatures, and theprecise reaction temperature is not critical to the invention. Thepreferred reaction temperature will depend upon such factors as thenature of the solvent, and the starting material or reagent used.However, in general, we find it convenient to carry out the reaction ata temperature of from -60° to 120° C., more preferably from 0° to 70° C.The time required for the reaction may also vary widely, depending onmany factors, notably the reaction temperature and the nature of thereagents and solvent employed. However, provided that the reaction iseffected under the preferred conditions outlined above, a period of from10 minutes to 48 hours, more preferably from 1 to 24 hours will usuallysuffice.

After completion of the reaction, the desired compound can be recoveredfrom the reaction mixture by conventional means. For example, onesuitable method comprises: properly neutralizing the reaction mixture;filtering off insoluble materials, if any; adding water and awater-immiscible organic solvent, such as ethyl acetate; washing theorganic phase with water; separating the organic phase containing thedesired compound; drying the extract over a drying agent, such asanhydrous magnesium sulfate; and distilling off the solvent. The desiredcompound thus obtained can, if required, be further purified by suchconventional means as recrystallization, reprecipitation or the variouschromatography techniques, notably column chromatography.

Debenzylation of the monobenzyl ester thus obtained may be carried outby catalytic reduction using a catalyst, such as palladium-on-charcoalor palladium black, in a stream of hydrogen or formic acid to produce acarboxylic acid compound.

Deprotection of the mono t-butyl ester thus obtained may be carried outby the use of an acid catalyst, such as hydrogen chloride/dioxane toproduce a carboxylic acid compound.

Deprotection of the mono benzhydryl ester thus obtained may be carriedout by the use of an acid catalyst, such as trifluoroacetic acid/anisoleto produce a carboxylic acid compound.

Where a monoester monoacid halide is used (Step 3c), the reaction isnormally and preferably effected in the presence of a solvent. There isno particular restriction on the nature of the solvent to be employed,provided that it has no adverse effect on the reaction or on thereagents involved and that it can dissolve the reagents, at least tosome extent. Examples of suitable solvents include: aromatichydrocarbons, such as benzene, toluene or xylene; halogenatedhydrocarbons, such as methylene chloride, chloroform or dichloroethane;esters, such as ethyl acetate, propyl acetate, butyl acetate or diethylcarbonate; ethers, such as diethyl ether, tetrahydrofuran, dioxane ordimethoxyethane; ketones, such as acetone or methyl ethyl ketone; andnitriles, such as acetonitrile or isobutyronitrile. Of these, we preferthe aromatic hydrocarbons (particularly benzene) or halogenatedhydrocarbons (particularly methylene chloride).

There is also no particular limitation on the nature of the base to beused, provided that it does not adversely affect the molecules of thereagents, and any which may be used in conventional reactions mayequally be used here. Examples include organic bases, such astriethylamine, tributylamine, diisopropylethylamine, N-methylmorpholine,pyridine, 4-(N,N-dimethylamino)pyridine, N,N-dimethylaniline,N,N-diethylaniline, 1,5-diazabicyclo[4.3.0]non-5-ene,1,4-diazabicyclo-[2.2.2]octane (DABCO) or1,8-diazabicyclo[5.4.0]-undec-7-ene (DBU). Of these, we prefertriethylamine or pyridine.

The reaction can take place over a wide range of temperatures, and theprecise reaction temperature is not critical to the invention. Thepreferred reaction temperature will depend upon such factors as thenature of the solvent, and the starting material or reagent used.However, in general, we find it convenient to carry out the reaction ata temperature of from -40° to 100° C., more preferably from 0° to 50° C.The time required for the reaction may also vary widely, depending onmany factors, notably the reaction temperature and the nature of thereagents and solvent employed. However, provided that the reaction iseffected under the preferred conditions outlined above, a period of from10 minutes to 48 hours, more preferably from 1 to 24 hours, will usuallysuffice.

After completion of the reaction, the desired compound can be recoveredfrom the reaction mixture by conventional means. For example, onesuitable method comprises: properly neutralizing the reaction mixture;filtering off insoluble materials, if any; adding water and awater-immiscible organic solvent, such as ethyl acetate; washing theorganic phase with water; separating the organic phase containing thedesired compound; drying the extract over a drying agent, such asanhydrous magnesium sulfate; and distilling off the solvent. The desiredcompound thus obtained can, if required, be further purified by suchconventional means as recrystallization, reprecipitation or the variouschromatography techniques, notably column chromatography.

Debenzylation of the monobenzyl ester thus obtained may be carried outby catalytic reduction using a catalyst, such as palladium-on-charcoal,in a stream of hydrogen to produce a carboxylic acid compound.

Deprotection of the mono t-butyl ester thus obtained may be carried outby the use of an acid catalyst, such as hydrogen chloride/dioxane toproduce a carboxylic acid compound.

Deprotection of the mono benzhydryl ester thus obtained may be carriedout by the use of an acid catalyst, such as trifluoroacetic acid/anisoleto produce a carboxylic acid compound.

Where R⁷ represents a group of formula: --C(═O)--CHR⁸ --NR⁹ R¹⁰ (whereinR⁹ and R¹⁰ each independently represents an alkyl group), the desiredcompound of formula (1b) may be prepared by reacting the compound offormula (1a) with a compound of formula: HOC(═O)--CHR⁸ --NR⁹ R¹⁰ in asimilar manner to the procedure described in Step 3b. Where R⁷represents a group of formula: --C(═O)--CHR⁸ --NR⁹ R¹⁰ (wherein R⁹represents a hydrogen atom), the desired compound of formula (1b) may beprepared by reacting the compound of formula (1a) with a compound offormula: HO--C(═O)--CHR⁸ --NR¹⁰ COOBu^(t) in a similar manner to theprocedure described in Step 3b and subsequently by eliminating thet-butoxycarbonyl group by using an acid, such as hydrogen chloride.

Where R⁷ represents a group of formula: --P(═O) (OH)₂, the desiredcompound of formula (1b) can be prepared by reacting the compound offormula (1a) with a compound of formula: ClP(═O) (OCH₂ Ph)₂ in a similarmanner to the procedure described in Step 3c and subsequently byeliminating the benzyl group by catalytic reduction.

Step 4: Oxidation

In this step, a compound of formula (1c) can be prepared by reacting acompound of formula (1a) with an oxidizing agent.

The reaction is normally and preferably effected in the presence of asolvent. There is no particular restriction on the nature of the solventto be employed, provided that it has no adverse effect on the reactionor on the reagents involved and that it can dissolve the reagents, atleast to some extent. Examples of suitable solvents include: aromatichydrocarbons, such as benzene, toluene or xylene; halogenatedhydrocarbons, such as methylene chloride, chloroform or dichloroethane;esters, such as ethyl formate or ethyl acetate; ethers, such astetrahydrofuran, dimethoxyethane or dioxane; ketones, such as acetone,methyl ethyl ketone or methyl isobutyl ketone; and nitriles, such asacetonitrile or isobutyronitrile. Of these, we prefer the halogenatedhydrocarbons (particularly methylene chloride).

There is also no particular limitation upon the nature of the oxidizingagent used, and any such agent commonly used in conventional oxidationreaction may equally be used here. Examples of preferred oxidizingagents include: inorganic metal oxides including manganese oxides, suchas potassium permanganate; chromic acid compounds, such as chromicacid-sulfuric acid, chromic anhydride-pyridine complex or pyridiniumchlorochromate; and cerium compounds, such as ammonium cerium nitrate(CAN); and reagents usable in dimethyl sulfoxide oxidation (for example,dimethyl sulfoxide and dicyclohexylcarbodiimide, oxalyl chloride, aceticanhydride, phosphorus pentoxide or pyridine- sulfuric anhydridecomplex). Of these, we prefer pyridinium chlorochromate or dimethylsulfoxide/oxalyl chloride.

The reaction can take place over a wide range of temperatures, and theprecise reaction temperature is not critical to the invention. Thepreferred reaction temperature will depend upon such factors as thenature of the solvent, and the starting material or reagent used.However, in general, we find it convenient to carry out the reaction ata temperature of from -78° to 50° C., more preferably from -60° to 25°C. The time required for the reaction may also vary widely, depending onmany factors, notably the reaction temperature and the nature of thereagents and solvent employed. However, provided that the reaction iseffected under the preferred conditions outlined above, a period of from10 minutes to 24 hours, more preferably from 1 to 12 hours, will usuallysuffice.

After completion of the reaction, the desired compound can be recoveredfrom the reaction mixture by conventional means. For example, onesuitable method comprises: properly neutralizing the reaction mixture;filtering off insoluble materials, if any; adding water and awater-immiscible solvent, such as ethyl acetate; washing the organicphase with water; separating the organic phase containing the desiredcompound; drying the extract over a drying agent, such as anhydrousmagnesium sulfate; and distilling off the solvent. The desired compoundthus obtained can, if required, be further purified by such conventionalmeans as recrystallization, reprecipitation or the variouschromatography techniques, notably column chromatography.

Step 5: Condensation

In this step, a compound of formula (1c) can be prepared by reacting acompound of formula (2) with a compound of formula (5) in an inertsolvent. The reaction involved in this Step is essentially the same asthat involved in Step 1 of Reaction Scheme I, and may be carried outusing the same reagents and reaction conditions.

Step 6: Reduction

In this step, a compound of formula (1a) can be prepared by reacting acompound of formula (1c) with a reducing agent.

The reaction is normally and preferably effected in the presence of asolvent. There is no particular restriction on the nature of the solventto be employed, provided that it has no adverse effect on the reactionor on the reagents involved and that it can dissolve the reagents, atleast to some extent. Examples of suitable solvents include: aromatichydrocarbons, such as benzene, toluene or xylene; ethers, such asdiethyl ether, tetrahydrofuran, dioxane or dimethoxyethane; andalcohols, such as methanol or ethanol. Of these, we prefer the alcohols(particularly methanol) and the ethers (particularly tetrahydrofuran).

There is likewise no particular restriction upon the nature of thereducing agent used, and any reducing agent commonly used inconventional reactions may equally be used here. Examples of suitablereducing agents include sodium borohydride and diisobutylaluminumhydride.

The reaction can take place over a wide range of temperatures, and theprecise reaction temperature is not critical to the invention. Thepreferred reaction temperature will depend upon such factors as thenature of the solvent, and the starting material or reagent used.However, in general, we find it convenient to carry out the reaction ata temperature of from -78° to 50° C., more preferably from -60° to 25°C. The time required for the reaction may also vary widely, depending onmany factors, notably the reaction temperature and the nature of thereagents and solvent employed. However, provided that the reaction iseffected under the preferred conditions outlined above, a period of from5 minutes to 24 hours, preferably 10 minutes to 12 hours will usuallysuffice.

After completion of the reaction, the desired compound can be recoveredfrom the reaction mixture by conventional means. For example, onesuitable method comprises: properly neutralizing the reaction mixture;filtering off insoluble materials, if any; adding water and awater-immiscible organic solvent, such as ethyl acetate; washing theorganic phase with water; separating the organic phase containing thedesired compound; drying the extract over a drying agent, such asanhydrous magnesium sulfate; and distilling off the solvent. The desiredcompound thus obtained can, if required, be further purified by suchconventional means as recrystallization, reprecipitation or the variouschromatography techniques, notably column chromatography.

Reaction Scheme II

Step 7: Alkylation

In this step, a compound of formula (8) can be prepared by alkylation ofa compound of formula X^(s) H₂ with a compound of formula (7).

The reaction is normally and preferably effected in the presence of asolvent. There is no particular restriction on the nature of the solventto be employed, provided that it has no adverse effect on the reactionor on the reagents involved and that it can dissolve the reagents, atleast to some extent. Examples of suitable solvents include: aromatichydrocarbons, such as benzene, toluene or xylene; ethers, such asdiethyl ether, tetrahydrofuran, dioxane or dimethoxyethane; nitrocompounds, such as nitroethane; nitriles, such as acetonitrile; amides,such as dimethylformamide, dimethylacetamide or hexamethylphosphorictriamide; and sulfoxides, such as dimethyl sulfoxide or sulfolane. Ofthese, we prefer the amides (particularly dimethylformamide) andsulfoxides (particularly dimethyl sulfoxide).

There is likewise no particular restriction upon the nature of the baseused, and any base commonly used in conventional reactions may equallybe used here. Examples of suitable bases include alkali metal hydrides,such as lithium hydride, sodium hydride or potassium hydride; alkalimetal alkoxides, such as sodium methoxide, sodium ethoxide, potassiumt-butoxide or lithium methoxide; and organic metal bases, such asbutyllithium or lithium diisopropylamide. Of these, we prefer the alkalimetal hydrides (particularly sodium hydride) and organic metal bases(particularly butyllithium or lithium diisopropylamide).

Suitable compounds of formula X^(s) H₂ include such sulfur-containingcompounds as 1,3-dithiane, (methylthio)methyl p-tolyl sulfone and(methylthio)methyl methyl sulfoxide.

The reaction can take place over a wide range of temperatures, and theprecise reaction temperature is not critical to the invention. Thepreferred reaction temperature will depend upon such factors as thenature of the solvent, and the starting material or reagent used.However, in general, we find it convenient to carry out the reaction ata temperature of from -20° to 100° C., more preferably from 0° to 50° C.The time required for the reaction may also vary widely, depending onmany factors, notably the reaction temperature and the nature of thereagents and solvent employed. However, provided that the reaction iseffected under the preferred conditions outlined above, a period of from10 minutes to 24 hours, more preferably from 1 to 12 hours will usuallysuffice.

After completion of the reaction, the desired compound can be recoveredfrom the reaction mixture by conventional means. For example, onesuitable method comprises: properly neutralizing the reaction mixture;filtering off insoluble materials, if any; adding water and awater-immiscible organic solvent, such as ethyl acetate; washing theorganic phase with water; separating the organic phase containing thedesired compound; drying the extract over a drying agent, such asanhydrous magnesium sulfate; and distilling off the solvent. The desiredcompound thus obtained can, if required, be further purified by suchconventional means as recrystallization, reprecipitation or the variouschromatography techniques, notably column chromatography.

Step 8: Alkylation

In this step, a compound of formula (10) can be prepared by reacting acompound of formula (8) with a compound of formula (9).

The reaction is normally and preferably effected in the presence of asolvent. There is no particular restriction on the nature of the solventto be employed, provided that it has no adverse effect on the reactionor on the reagents involved and that it can dissolve the reagents, atleast to some extent. Examples of suitable solvents include: aromatichydrocarbons, such as benzene, toluene or xylene; ethers, such asdiethyl ether, tetrahydrofuran, dioxane or dimethoxyethane; amides, suchas dimethylformamide, dimethylacetamide or hexamethylphosphorictriamide; and sulfoxides, such as dimethyl sulfoxide or sulfolane. Ofthese, we prefer the ethers (particularly tetrahydrofuran ordimethoxyethane).

There is likewise no particular restriction upon the nature of the baseused, and any base commonly used in conventional reactions may equallybe used here. Examples of suitable bases include: alkali metal hydrides,such as lithium hydride, sodium hydride or potassium hydride; alkalimetal alkoxides, such as sodium methoxide, sodium ethoxide, potassiumt-butoxide or lithium methoxide; and organic metal bases, such asbutyllithium or lithium diisopropylamide. Of these, we prefer theorganic metal bases (particularly butyllithium).

The reaction can take place over a wide range of temperatures, and theprecise reaction temperature is not critical to the invention. Thepreferred reaction temperature will depend upon such factors as thenature of the solvent, and the starting material or reagent used.However, in general, we find it convenient to carry out the reaction ata temperature of from -78° to 100° C., more preferably from -60° to 50°C. The time required for the reaction may also vary widely, depending onmany factors, notably the reaction temperature and the nature of thereagents and solvent employed. However, provided that the reaction iseffected under the preferred conditions outlined above, a period of from10 minutes to 24 hours, more preferably from 30 minutes to 6 hours willusually suffice.

After completion of the reaction, the desired compound can be recoveredfrom the reaction mixture by conventional means. For example, onesuitable method comprises: properly neutralizing the reaction mixture;filtering off insoluble materials, if any; adding water and awater-immiscible organic solvent, such as ethyl acetate; washing theorganic phase with water; separating the organic phase containing thedesired compound; drying the extract over a drying agent, such asanhydrous magnesium sulfate; and distilling off the solvent. The desiredcompound thus obtained can, if required, be further purified by suchconventional means as recrystallization, reprecipitation or the variouschromatography techniques, notably column chromatography.

When the desired compound is labile, it can be used in the followingreaction without purification.

Step 9: Desulfurization

In this step, a compound of formula (11) can be prepared by solvolysisof a compound of formula (10) in the presence of an acid catalyst, amercury salt or a silver salt.

The reaction is normally and preferably effected in the presence of asolvent. There is no particular restriction on the nature of the solventto be employed, provided that it has no adverse effect on the reactionor on the reagents involved and that it can dissolve the reagents, atleast to some extent. Examples of suitable solvents include: ethers,such as diethyl ether, tetrahydrofuran, dioxane or dimethoxyethane;alcohols, such as methanol or ethanol; ketones, such as acetone ormethyl ethyl ketone; and water. Of these, we prefer the alcohols(particularly methanol) or ethers (particularly tetrahydrofuran).

There is likewise no particular restriction upon the nature of the acidcatalyst used, and any acid catalyst commonly used in conventionalreactions may equally be used here. Examples of suitable acid catalystsinclude: Bronsted acids, including inorganic acids, such as hydrochloricacid, hydrobromic acid, sulfuric acid, perchloric acid or phosphoricacid, and organic acids, such as methanesulfonic acid, p-toluenesulfonicacid, trifluoroacetic acid or trifluoromethanesulfonic acid. Of these,we prefer concentrated hydrochloric acid.

When 1,3-dithiane is used as the compound of formula X^(s) H₂, thesolvolysis can be conducted in the presence of mercuric chloride orsilver nitrate.

The reaction can take place over a wide range of temperatures, and theprecise reaction temperature is not critical to the invention. Thepreferred reaction temperature will depend upon such factors as thenature of the solvent, and the starting material or reagent used.However, in general, we find it convenient to carry out the reaction ata temperature of from 25° to 150° C., more preferably from 50° to 100°C. The time required for the reaction may also vary widely, depending onmany factors, notably the reaction temperature and the nature of thereagents and solvent employed. However, provided that the reaction iseffected under the preferred conditions outlined above, a period of from30 minutes to 24 hours, more preferably from 1 to 12 hours will usuallysuffice.

After completion of the reaction, the desired compound can be recoveredfrom the reaction mixture by conventional means. For example, onesuitable method comprises: properly neutralizing the reaction mixture;filtering off insoluble materials, if any; adding water and awater-immiscible organic solvent, such as ethyl acetate; washing theorganic phase with water; separating the organic phase containing thedesired compound; drying the extract over a drying agent, such asanhydrous magnesium sulfate; and distilling off the solvent. The desiredcompound thus obtained can, if required, be further purified by suchconventional means as recrystallization, reprecipitation or the variouschromatography techniques, notably column chromatography.

Step 10: Reduction of a keto group

In this step, a compound of formula (6) can be prepared by reacting acompound of formula (11) with a reducing agent in an inert solvent.

The reaction involved in this Step is essentially the same as thatinvolved in Step 6 of Reaction Scheme I, and may be carried out usingthe same reagents and reaction conditions.

Step 10a; Reduction of a nitro group

This step involves the preparation of a compound of formula (5) byreacting a compound of formula (11) with a reducing agent in an inertsolvent.

The reaction involved in this Step is essentially the same as thatinvolved in Step 12 of Reaction Scheme III, and may be carried out usingthe same reagents and reaction conditions.

Reaction Scheme

Step 11; Introduction of a protecting group

In this step, a compound of formula (12) can be prepared by reacting acompound of formula (6) with a protecting agent.

The reaction is normally and preferably effected in the presence of asolvent. There is no particular restriction on the nature of the solventto be employed, provided that it has no adverse effect on the reactionor on the reagents involved and that it can dissolve the reagents, atleast to some extent. Examples of suitable solvents include: halogenatedhydrocarbons, such as methylene chloride, chloroform or dichloroethane;ethers, such as diethyl ether, tetrahydrofuran, dioxane ordimethoxyethane; and amides, such as formamide, dimethylformamide ordimethylacetamide. Of these, we prefer the halogenated hydrocarbons(particularly methylene chloride) or amides (particularlydimethylformamide).

There is likewise no particular restriction upon the nature of theprotecting group used, and any protecting group commonly used inconventional reactions may equally be used here. Examples of suitableprotecting agents include t-butyldimethylsilyl chloride, dihydropyraneor methoxymethyl chloride.

For example, protection using the above groups may be carried out asdescribed in "Protective Groups in Organic Synthesis, Second Edition",T. W. Greene & P. G. M. Wut; John Wiley and Sons, Inc., New York (1991).

The reaction can take place over a wide range of temperatures, and theprecise reaction temperature is not critical to the invention. Thepreferred reaction temperature will depend upon such factors as thenature of the solvent, and the starting material or reagent used.However, in general, we find it convenient to carry out the reaction ata temperature of from -20° to 100° C., more preferably from 0° to 50° C.The time required for the reaction may also vary widely, depending onmany factors, notably the reaction temperature and the nature of thereagents and solvent employed. However, provided that the reaction iseffected under the preferred conditions outlined above, a period of from10 minutes to 48 hours, more preferably from 30 minutes to 24 hours,will usually suffice.

After completion of the reaction, the desired compound can be recoveredfrom the reaction mixture by conventional means. For example, onesuitable method comprises: properly neutralizing the reaction mixture;filtering off insoluble materials, if any; adding water and awater-immiscible solvent, such as ethyl acetate; washing the organicphase with water; separating the organic phase containing the desiredcompound; drying the extract over a drying agent, such as anhydrousmagnesium sulfate; and distilling off the solvent. The desired compoundthus obtained can, if required, be further purified by such conventionalmeans as recrystallization, reprecipitation or the variouschromatography techniques, notably column chromatography.

Step 12: Reduction of a nitro group

This step involves the preparation of a compound of formula (3) byreacting a compound of formula (12) with a reducing agent.

The reaction is normally and preferably effected in the presence of asolvent. There is no particular restriction on the nature of the solventto be employed, provided that it has no adverse effect on the reactionor on the reagents involved and that it can dissolve the reagents, atleast to some extent. Examples of suitable solvents include: alcohols,such as methanol or ethanol; and water. Of these, we prefer thealcohols.

There is likewise no particular restriction upon the nature of thereducing agent used, and any reducing agent commonly used inconventional reactions may equally be used here. Examples of suitablereducing agents include zinc/acetic acid, iron/hydrochloric acid ortin/hydrochloric acid, preferably zinc/acetic acid.

The reaction can take place over a wide range of temperatures, and theprecise reaction temperature is not critical to the invention. Thepreferred reaction temperature will depend upon such factors as thenature of the solvent, and the starting material or reagent used.However, in general, we find it convenient to carry out the reaction ata temperature of from -20° to 150° C., more preferably from 0° to 100°C. The time required for the reaction may also vary widely, depending onmany factors, notably the reaction temperature and the nature of thereagents and solvent employed. However, provided that the reaction iseffected under the preferred conditions outlined above, a period of from10 minutes to 24 hours, more preferably from 20 minutes to 12 hours willusually suffice.

After completion of the reaction, the desired compound can be recoveredfrom the reaction mixture by conventional means. For example, onesuitable method comprises: properly neutralizing the reaction mixture;filtering off insoluble materials, if any; adding water and awater-immiscible solvent, such as ethyl acetate; washing the organicphase with water; separating the organic phase containing the desiredcompound; drying the extract over a drying agent, such as anhydrousmagnesium sulfate; and distilling off the solvent. The desired compoundthus obtained can, if required, be further purified by such conventionalmeans as recrystallization, reprecipitation or the variouschromatography techniques, notably column chromatography.

Reaction scheme IV

Step 13: Formation of β-oxocarboxylate

In this step, a compound of formula (14) can be prepared by reacting acompound of formula (13), with carbonyldiimidazole, and then withpotassium malonic acid monoester (preferably R¹¹ represents a methyl orethyl group) in the presence of magnesium bromide-etherate.

An activated compound of corresponding to the compound of formula (13)can be produced in a manner known per se, for example by analogy withthe procedure described in Synthesis 478 (1978).

The reaction is normally and preferably effected in the presence of asolvent. There is no particular restriction on the nature of the solventto be employed, provided that it has no adverse effect on the reactionor on the reagents involved and that it can dissolve the reagents, atleast to some extent. Examples of suitable solvents include: aromatichydrocarbons, such as benzene, toluene or xylene; halogenatedhydrocarbons, such as methylene chloride, chloroform or dichloroethane;ethers, such as diethyl ether, tetrahydrofuran, dioxane ordimethoxyethane; nitriles, such as acetonitrile or isobutyronitrile;amides, such as formamide, dimethylformamide, dimethylacetamide orhexamethylphosphoric triamide; and sulfoxides, such as dimethylsulfoxide or sulfolane. Of these, we prefer diethyl ether,tetrahydrofuran or the nitriles, such as acetonitrile.

The reaction can take place over a wide range of temperatures, and theprecise reaction temperature is not critical to the invention. Thepreferred reaction temperature will depend upon such factors as thenature of the solvent, and the starting material or reagent used.However, in general, we find it convenient to carry out the reaction ata temperature of from 0° to 60° C. Where the decarboxylation proceedsslowly, the reaction temperature can be allowed to increase further inthe range of from 20° to 50° C. in order to promote the reaction. Thetime required for the reaction may also vary widely, depending on manyfactors, notably the reaction temperature and the nature of the reagentsand solvent employed. However, provided that the reaction is effectedunder the preferred conditions outlined above, a period of about 12hours will usually suffice at temperatures between room temperature and60° C.

After completion of the reaction, the desired compound can be recoveredfrom the reaction mixture by conventional means. For example, onesuitable method comprises: properly neutralizing the reaction mixture;filtering off insoluble materials, if any; adding water and awater-immiscible solvent, such as ethyl acetate; washing the organicphase with water; separating the organic phase containing the desiredcompound; drying the extract over a drying agent, such as anhydrousmagnesium sulfate; and distilling off the solvent. The desired compoundthus obtained can, if required, be further purified by such conventionalmeans as recrystallization, reprecipitation or the variouschromatography techniques, notably column chromatography.

Step 14; Alkylation

In this step, a compound of formula (16) can be prepared by reacting acompound of formula (14) with a compound of formula (15) in the presenceof a base.

The reaction is normally and preferably effected in the presence of asolvent. There is no particular restriction on the nature of the solventto be employed, provided that it has no adverse effect on the reactionor on the reagents involved and that it can dissolve the reagents, atleast to some extent. Examples of suitable solvents include: aromatichydrocarbons, such as benzene, toluene or xylene; halogenatedhydrocarbons, such as dichloromethane; ethers, such as diethyl ether,tetrahydrofuran, dioxane or dimethoxyethane; alcohols, such as methanol,ethanol or t-butanol; nitro compounds, such as nitroethane; amides, suchas formamide, dimethylformamide, dimethylacetamide orhexamethylphosphoric triamide; and sulfoxides, such as dimethylsulfoxide or sulfolane. Of these, we prefer the ethers (particularlytetrahydrofuran), amides (particularly dimethylformamide) or alcohols.

There is likewise no particular restriction upon the nature of the baseused, and any base commonly used in conventional reactions may equallybe used here. Examples of suitable bases include: inorganic basesincluding alkali metal hydrides, such as lithium hydride, sodium hydrideor potassium hydride; or alkali metal alkoxides, such as sodiummethoxide, sodium ethoxide, potassium t-butoxide or lithium methoxide;more preferably alkali metal alkoxides (particularly sodium methoxide,sodium ethoxide or potassium t-butoxide).

The reaction can take place over a wide range of temperatures, and theprecise reaction temperature is not critical to the invention. Thepreferred reaction temperature will depend upon such factors as thenature of the solvent, and the starting material or reagent used.However, in general, we find it convenient to carry out the reaction ata temperature of from -30° to 100° C., more preferably from 0° to 60° C.The time required for the reaction may also vary widely, depending onmany factors, notably the reaction temperature and the nature of thereagents and solvent employed. However, provided that the reaction iseffected under the preferred conditions outlined above, a period of from1 to 24 hours, more preferably from 1 to 10 hours will usually suffice.

After completion of the reaction, the desired compound can be recoveredfrom the reaction mixture by conventional means. For example, onesuitable method comprises: properly neutralizing the reaction mixture;filtering off insoluble materials, if any; adding water and awater-immiscible solvent, such as ethyl acetate; washing the organicphase with water; separating the organic phase containing the desiredcompound; drying the extract over a drying agent, such as anhydrousmagnesium sulfate; and distilling off the solvent. The desired compoundthus obtained can, if required, be further purified by such conventionalmeans as recrystallization, reprecipitation or the variouschromatography techniques, notably column chromatography.

Step 15: Decarboxylation

In this step, a compound of formula (11) can be prepared by subjecting acompound of formula (16) to hydrolysis in the presence of a base,followed by decarboxylation.

These reactions are normally and preferably effected in the presence ofa solvent. There is no particular restriction on the nature of thesolvent to be employed, provided that it has no adverse effect on thereaction or on the reagents involved and that it can dissolve thereagents, at least to some extent. Examples of suitable solventsinclude: ethers, such as tetrahydrofuran, dioxane or dimethoxyethane;alcohols, such as methanol or ethanol; and mixtures of alcohols andwater. Of these, we prefer the alcohols or a mixture of an alcohol andwater.

There is likewise no particular restriction upon the nature of the baseused, and any base commonly used in conventional reactions may equallybe used here. Examples of suitable bases include: alkali metalcarbonates, such as sodium carbonate, potassium carbonate or lithiumcarbonate; and alkali metal hydroxides or alkali earth metal hydroxides,such as sodium hydroxide, potassium hydroxide, barium hydroxide orlithium hydroxide. Of these, we prefer sodium hydroxide or potassiumhydroxide.

The reaction with the base can take place over a wide range oftemperatures, and the precise reaction temperature is not critical tothe invention. The preferred reaction temperature will depend upon suchfactors as the nature of the solvent, and the starting material orreagent used. However, in general, we find it convenient to carry outthe reaction at a temperature of from 0° to 150° C., more preferablyfrom 25° to 100° C. The time required for the reaction may also varywidely, depending on many factors, notably the reaction temperature andthe nature of the reagents and solvent employed. However, provided thatthe reaction is effected under the preferred conditions outlined above,a period of from 30 minutes to 24 hours, preferably 1 to 10 hours willusually suffice.

After completion of the hydrolysis, the pH of the reaction mixture isadjusted to a pH value of about 5 by the addition of an acid, such asconcentrated hydrochloric acid or dilute sulfuric acid to effectdecarboxylation.

The decarboxylation reaction can take place over a wide range oftemperatures, and the precise reaction temperature is not critical tothe invention. The preferred reaction temperature will depend upon suchfactors as the nature of the solvent, and the starting material orreagent used. However, in general, we find it convenient to carry outthe reaction at a temperature of from 50° to 150° C., more preferablyfrom 70° to 120° C. The time required for the reaction may also varywidely, depending on many factors, notably the reaction temperature andthe nature of the reagents and solvent employed. However, provided thatthe reaction is effected under the preferred conditions outlined above,a period of from 30 minutes to 24 hours, more preferably from 1 to 4hours will usually suffice.

After completion of the reaction, the desired compound can be recoveredfrom the reaction mixture by conventional means. For example, onesuitable method comprises: properly neutralizing the reaction mixture;filtering off insoluble materials, if any; adding water and awater-immiscible organic solvent, such as ethyl acetate; washing theorganic phase with water; separating the organic phase containing thedesired compound; drying the extract over a drying agent, such asanhydrous magnesium sulfate; and distilling off the solvent. The desiredproduct thus obtained can, if required, be further purified by suchconventional means as recrystallization, reprecipitation or the variouschromatography techniques, notably column chromatography.

Reaction Scheme V

Step 16: Condensation

In this step, a compound of formula (18) can be prepared by reacting acompound of formula (2) with a compound of formula (17) in an inertsolvent. The reaction involved in this Step is essentially the same asthat involved in Step 1 of Reaction Scheme I, and may be carried outusing the same reagents and reaction conditions.

Step 17: Deprotection

In this step, a compound of formula (19) can be prepared by reacting acompound of formula (18) with a deprotecting agent.

The method chosen for the deprotection will varies depending upon thenature of the protecting group, however, such methods are well known andthe deprotection can be carried out by conventional means.

Where the protecting group is a t-butyldimethylsilyl group, it can beremoved by reacting it with a deprotecting agent.

The reaction is normally and preferably effected in the presence of asolvent. There is no particular restriction on the nature of the solventto be employed, provided that it has no adverse effect on the reactionor on the reagents involved and that it can dissolve the reagents, atleast to some extent. Examples of suitable solvents include: ethers,such as diethyl ether, tetrahydrofuran, dioxane or dimethoxyethane; andalcohols, such as methanol or ethanol.

There is likewise no particular restriction upon the nature of thedeprotecting agent used, and any deprotecting agent commonly used inconventional reactions may equally be used here. Examples of suitabledeprotecting agents include hydrochloric acid or tetrabutylammoniumfluoride, preferably hydrochloric acid.

The reaction can take place over a wide range of temperatures, and theprecise reaction temperature is not critical to the invention. Thepreferred reaction temperature will depend upon such factors as thenature of the solvent, and the starting material or reagent used.However, in general, we find it convenient to carry out the reaction ata temperature of from -20° to 100° C., more preferably from 0° to 50° C.The time required for the reaction may also vary widely, depending onmany factors, notably the reaction temperature and the nature of thereagents and solvent employed. However, provided that the reaction iseffected under the preferred conditions outlined above, a period of from1 to 48 hours, more preferably from 1 to 24 hours will usually suffice.

After completion of the reaction, the desired compound can be recoveredfrom the reaction mixture by conventional means. For example, onesuitable method comprises: properly neutralizing the reaction mixture;filtering off insoluble materials, if any; adding water and awater-immiscible organic solvent, such as ethyl acetate; washing theorganic phase with water; separating the organic phase containing thedesired compound; drying the extract over a drying agent, such asanhydrous magnesium sulfate; and distilling off the solvent. The desiredproduct thus obtained can, if required, be further purified by suchconventional means as recrystallization, reprecipitation or the variouschromatography techniques, notably column chromatography.

Step 18: Introduction of a leaving group

In this step, a compound of formula (20), (93) or (95) can be preparedby reacting a compound of formula (19), (23) or (30) with a compoundcontaining an alkylsulfonyl or arylsulfonyl group (preferably amethanesulfonyl or p-toluenesulfonyl group) in the presence of a base.

The reaction is normally and preferably effected in the presence of asolvent. There is no particular restriction on the nature of the solventto be employed, provided that it has no adverse effect on the reactionor on the reagents involved and that it can dissolve the reagents, atleast to some extent. Examples of suitable solvents include: aromatichydrocarbons, such as benzene; halogenated hydrocarbons, such asmethylene chloride or chloroform; and ethers, such as diethyl ether,tetrahydrofuran, dioxane or dimethoxyethane. Of these, we prefer thehalogenated hydrocarbons (particularly methylene chloride ordichloroethane).

There is likewise no particular restriction upon the nature of the baseused, and any base commonly used in conventional reactions may equallybe used here. Examples of suitable bases include organic bases, such astriethylamine, diisopropylamine, isopropylethylamine,N-methylmorpholine, pyridine, 4-(N,N-dimethylamino)pyridine,N,N-dimethylaniline or N,N-diethylaniline, of which we prefertriethylamine or diisopropylamine.

The reaction can take place over a wide range of temperatures, and theprecise reaction temperature is not critical to the invention. Thepreferred reaction temperature will depend upon such factors as thenature of the solvent, and the starting material or reagent used.However, in general, we find it convenient to carry out the reaction ata temperature of from -20° to 50° C., more preferably from 0° to 25° C.The time required for the reaction may also vary widely, depending onmany factors, notably the reaction temperature and the nature of thereagents and solvent employed. However, provided that the reaction iseffected under the preferred conditions outlined above, a period of from5 minutes to 10 hours, more preferably from 10 minutes to 3 hours, willusually suffice.

After completion of the reaction, the desired compound can be recoveredfrom the reaction mixture by conventional means. For example, onesuitable method comprises: properly neutralizing the reaction mixture;filtering off insoluble materials, if any; adding water and awater-immiscible organic solvent, such as ethyl acetate; washing theorganic phase with water; separating the organic phase containing thedesired compound; drying the extract over a drying agent, such asanhydrous magnesium sulfate; and distilling off the solvent. The desiredproduct thus obtained can, if required, be further purified by suchconventional means as recrystallization, reprecipitation or the variouschromatography techniques, notably column chromatography.

Step 19: Introduction of an imidazolyl group

In this step, a compound of formula (1d), (94), (96) or (97) can beprepared by reacting a compound of formula (20), (93), (95) or (40) withimidazole or benzimidazole.

The reaction is normally and preferably effected in the presence of asolvent. There is no particular restriction on the nature of the solventto be employed, provided that it has no adverse effect on the reactionor on the reagents involved and that it can dissolve the reagents, atleast to some extent. Examples of suitable solvents include: ethers,such as tetrahydrofuran, dioxane, dimethoxyethane or diethylene glycoldimethyl ether; nitriles, such as acetonitrile or isobutyronitrile;amides, such as formamide, dimethylformamide, dimethylacetamide orhexamethylphosphoric triamide; and sulfoxides, such as dimethylsulfoxide or sulfolane. Of these, we prefer the amides (particularlydimethylformamide) or sulfoxides (particularly dimethyl sulfoxide).

The reaction can sometimes be accelerated by carrying it out in thepresence of sodium iodide or potassium iodide.

The reaction can take place over a wide range of temperatures, and theprecise reaction temperature is not critical to the invention. Thepreferred reaction temperature will depend upon such factors as thenature of the solvent, and the starting material or reagent used.However, in general, we find it convenient to carry out the reaction ata temperature of from 0° to 180° C., preferably 20° C. to 120° C. Thetime required for the reaction may also vary widely, depending on manyfactors, notably the reaction temperature and the nature of the reagentsand solvent employed. However, provided that the reaction is effectedunder the preferred conditions outlined above, a period of from 1 to 24hours, more preferably from 2 to 12 hours will usually suffice.

After completion of the reaction, the desired compound can be recoveredfrom the reaction mixture by conventional means. For example, onesuitable method comprises: adding water to the reaction mixture and awater-immiscible organic solvent, such as ethyl acetate; washing theorganic phase with water; separating the organic phase containing thedesired compound; drying the extract over a drying agent, such asanhydrous magnesium sulfate; and distilling off the solvent. The desiredproduct thus obtained can, if required, be further purified by suchconventional means as recrystallization, reprecipitation or the variouschromatography techniques, notably column chromatography.

Reaction Scheme VI

Step 20: Condensation

In this step, a compound of formula (22) can be prepared by reacting acompound of formula (2) with a compound of formula (21). The reactioninvolved in this Step is essentially the same as that involved in Step 1of Reaction Scheme I, and may be carried out using the same reagents andreaction conditions.

Step 21: Deprotection

In this step, a compound of formula (23) can be prepared by reacting acompound of formula (22) with a deprotecting agent.

Where the hydroxy-protecting group is a t-butyldimethylsilyl group, itcan usually be removed by treatment with an inorganic acid, such ashydrochloric acid, or with a compound capable of producing a fluorideanion, such as tetrabutylammonium fluoride.

The reaction is normally and preferably effected in the presence of asolvent. There is no particular restriction on the nature of the solventto be employed, provided that it has no adverse effect on the reactionor on the reagents involved and that it can dissolve the reagents, atleast to some extent. Examples of suitable solvents include: alcohols,such as methanol; and ethers, such as tetrahydrofuran or dioxane.

The reaction can take place over a wide range of temperatures, and theprecise reaction temperature is not critical to the invention. Thepreferred reaction temperature will depend upon such factors as thenature of the solvent, and the starting material or reagent used.However, in general, we find it convenient to carry out the reaction ata temperature of from 0° C. to 70° C. The time required for the reactionmay also vary widely, depending on many factors, notably the reactiontemperature and the nature of the reagents and solvent employed.However, provided that the reaction is effected under the preferredconditions outlined above, a period of from 1 to 18 hours will usuallysuffice.

Where the hydroxy-protecting group is an aliphatic acyl group, such asan acetyl group, it can be removed by treatment with a base.

The reaction is normally and preferably effected in the presence of asolvent. There is no particular restriction on the nature of the solventto be employed, provided that it has no adverse effect on the reactionor on the reagents involved and that it can dissolve the reagents, atleast to some extent. Examples of suitable solvents include: water;organic solvents including alcohols, such as methanol, ethanol orpropanol, and ethers, such as tetrahydrofuran or dioxane; or mixtures ofwater and one or more of these organic solvents.

There is likewise no particular restriction upon the nature of the baseused, and any base commonly used in conventional reactions may equallybe used here, provided that other parts of the compound are not affectedwhen the protecting group is removed. Examples of suitable basesinclude: alkali metal alkoxides, such as sodium methoxide; alkali metalcarbonates, such as sodium carbonate, potassium carbonate or lithiumcarbonate; alkali metal hydroxides, such as sodium hydroxide, potassiumhydroxide or lithium hydroxide; an ammonia, which may be in variousforms, such as aqueous ammonia or concentrated ammonia in methanol.

The reaction can take place over a wide range of temperatures, and theprecise reaction temperature is not critical to the invention. Thepreferred reaction temperature will depend upon such factors as thenature of the solvent, and the starting material or reagent used.However, in general, we find it convenient to carry out the reaction ata temperature of from 0° to 150° C., in order to suppress sidereactions. The time required for the reaction may also vary widely,depending on many factors, notably the reaction temperature and thenature of the reagents and solvent employed. However, provided that thereaction is effected under the preferred conditions outlined above, aperiod of from 1 to 10 hours will usually suffice.

Where the hydroxy-protecting group is an alkoxymethyl,tetrahydropyranyl, tetrahydrothiopyranyl, tetrahydrofuranyl,tetrahydrothiofuranyl or substituted ethyl group, it can usually beremoved by treatment with an acid.

The reaction is normally and preferably effected in the presence of asolvent. There is no particular restriction on the nature of the solventto be employed, provided that it has no adverse effect on the reactionor on the reagents involved and that it can dissolve the reagents, atleast to some extent. Examples of suitable solvents include: alcohols,such as methanol or ethanol; ethers, such as tetrahydrofuran or dioxane;and mixtures of water and one or more of these organic solvents.

There is likewise no particular restriction upon the nature of the acidused, and any acid commonly used in conventional reactions may equallybe used here. Examples of suitable acids include Bronsted acids,including inorganic acids, such as hydrochloric acid or sulfuric acid;organic acids, such as acetic acid or p-toluenesulfonic acid; andstrongly acidic cationic ion-exchange resins, such as Dowex (trade mark)50 W.

The reaction can take place over a wide range of temperatures, and theprecise reaction temperature is not critical to the invention. Thepreferred reaction temperature will depend upon such factors as thenature of the solvent, and the starting material or reagent used.However, in general, we find it convenient to carry out the reaction ana temperature of from 0° to 50° C. The time required for the reactionmay also vary widely, depending on many factors, notably the reactiontemperature and the nature of the reagents and solvent employed.However, provided that the reaction is effected under the preferredconditions outlined above, a period of from 10 minutes to 18 hours willusually suffice.

After completion of the reaction, the desired compound can be recoveredfrom the reaction mixture by conventional means. For example, onesuitable method comprises: properly neutralizing the reaction mixture;filtering off insoluble materials, if any; adding water and awater-immiscible solvent, such as ethyl acetate; washing the organicphase with water; separating the organic phase containing the desiredcompound; drying the extract over a drying agent, such as anhydrousmagnesium sulfate; and distilling off the solvent. The desired productthus obtained can, if required, be further purified by such conventionalmeans as recrystallization, reprecipitation or the variouschromatography techniques, notably column chromatography.

Step 22: Oxidation

In this step, a compound of formula (24) can be prepared by reacting acompound of formula (23) with an oxidizing agent.

The reaction is normally and preferably effected in the presence of asolvent. There is no particular restriction on the nature of the solventto be employed, provided that it has no adverse effect on the reactionor on the reagents involved and that it can dissolve the reagents, atleast to some extent. Examples of suitable solvents include: aromatichydrocarbons, such as benzene, toluene or xylene; halogenatedhydrocarbons, such as methylene chloride, chloroform or dichloroethane;esters, such as ethyl formate, ethyl acetate or diethyl carbonate;ethers, such as diethyl ether, tetrahydrofuran, dioxane ordimethoxyethane; kenones, such as acetone or methyl ethyl ketone; andnitriles, such as acetonitrile or isobutyronitrile. Of these, we preferthe halogenated hydrocarbons (particularly methylene chloride) or ethers(particularly tetrahydrofuran).

There is likewise no particular restriction upon the nature of theoxidizing agent used, and any oxidizing agent commonly used inconventional reactions may equally be used here. Examples of suitableoxidizing agents include: manganese oxides, such as manganese dioxide;chromium oxides, such as chromic anhydride-pyridine complex; andreagents usable in dimethyl sulfoxide oxidation (such as complexes ofdimethyl sulfoxide and dicyclohexylcarbodiimide, oxalyl chloride, aceticanhydride, phosphorous pentaoxide or pyridine-sulfuric anhydride).

The reaction can take place over a wide range of temperatures, and theprecise reaction temperature is not critical to the invention. Thepreferred reaction temperature will depend upon such factors as thenature of the solvent, and the starting material or reagent used.However, in general, we find it convenient to carry out the reaction ata temperature of from -60° to 40° C. The time required for the reactionmay also vary widely, depending on many factors, notably the reactiontemperature and the nature of the reagents and solvent employed.However, provided Chat the reaction is effected under the preferredconditions outlined above, a period of from 1 to 16 hours will usuallysuffice.

After completion of the reaction, the desired compound can be recoveredfrom the reaction mixture by conventional means. For example, onesuitable method comprises: properly neutralizing the reaction mixture;filtering off insoluble materials, if any; adding water and awater-immiscible solvent, such as ethyl acetate; washing the organicphase with water; separating the organic phase containing the desiredcompound; drying the extract over a drying agent, such as anhydrousmagnesium sulfate; and distilling off the solvent. The desired productthus obtained can, if required, be further purified by such conventionalmeans as recrystallization, reprecipitation or the variouschromatography techniques, notably column chromatography.

Reaction Scheme VII

Step 23: Condensation

In this step, a compound of formula (26) can be prepared by reacting acompound of formula (25) with the said compound of formula (2) in aninert solvent. The reaction involved in this Step is essentially thesame as that involved in Step 1 of Reaction Scheme I, and may be carriedout using the same reagents and reaction conditions.

Step 24: Substitution (X→AcO)

In this step, a compound of formula (27) can be prepared by reacting acompound of formula (26) with an acetic acid salt in the presence ofsodium iodide.

The reaction is normally and preferably effected in the presence of asolvent. There is no particular restriction on the nature of the solventto be employed, provided that it has no adverse effect on the reactionor on the reagents involved and that it can dissolve the reagents, atleast to some extent. Examples of suitable solvents include: ethers,such as tetrahydrofuran, dioxane or dimethoxyethane; alcohols, such ast-butanol; ketones, such as acetone or methyl ethyl ketone; nitrocompounds, such as nitromethane; amides, such as formamide,dimethylformamide, dimethylacetamide or hexamethylphosphoric triamide;sulfoxides, such as dimethyl sulfoxide or sulfolane; and organic acids,such as acetic acid. Of these, we prefer the amides (particularlydimethylformamide) or sulfoxides (particularly dimethyl sulfoxide).

Suitable acetates for use in this reaction include the alkali metalsalts of acetic acid, such as sodium acetate or potassium acetate.

The reaction can take place over a wide range of temperatures, and theprecise reaction temperature is not critical to the invention. Thepreferred reaction temperature will depend upon such factors as thenature of the solvent, and the starting material or reagent used.However, in general, we find it convenient to carry out the reaction ata temperature of from 0° to 150° C., more preferably from 25° to 100° C.The time required for the reaction may also vary widely, depending onmany factors, notably the reaction temperature and the nature of thereagents and solvent employed. However, provided that the reaction iseffected under the preferred conditions outlined above, a period of from1 to 24 hours, more preferably from 2 to 6 hours will usually suffice.

After completion of the reaction, the desired compound can be recoveredfrom the reaction mixture by conventional means. For example, onesuitable method comprises: properly neutralizing the reaction mixture;filtering off insoluble materials, if any; adding water and awater-immiscible solvent, such as ethyl acetate; washing the organicphase with water; separating the organic phase containing the desiredcompound; drying the extract over a drying agent, such as anhydrousmagnesium sulfate; and distilling off the solvent. The desired productthus obtained can, if required, be further purified by such conventionalmeans as recrystallization, reprecipitation or the variouschromatography techniques, notably column chromatography.

Step 25: Deprotection

In this step, a compound of formula (28) can be prepared by reacting acompound of formula (27) with a deacetylating agent.

The reaction is normally and preferably effected in the presence of asolvent. There is no particular restriction on the nature of the solventto be employed, provided that it has no adverse effect on the reactic oron the reagents involved and that it can dissolve the reagents, at leastto some extent. Examples of suitable solvents include: ethers, such asdiethyl ether, tetrahydrofuran, dioxane or dimethoxyethane; alcohols,such as methanol or ethanol; and water. Of these, we prefer the alcohols(particularly methanol) or a mixture of water and one or more alcohols.

There is likewise no particular restriction upon the nature of thedeacetylating agent used, and any deacetylating agent commonly used inconventional reactions may equally be used here. Examples of suitabledeacetylating agents include inorganic bases including alkali metalcarbonates, such as sodium carbonate, potassium carbonate or lithiumcarbonate; alkali metal hydrogencarbonates, such as sodiumhydrogencarbonate, potassium hydrogencarbonate or lithiumhydrogencarbonate; and alkali metal hydroxides, such as sodiumhydroxide, potassium hydroxide or lithium hydroxide; alkali earth metalhydroxides, such as barium hydroxide; or alkali metal alkoxides, such assodium methoxide, sodium ethoxide, potassium t-butoxide or lithiummethoxide. Of these, we prefer the alkali metal hydroxides (particularlysodium hydroxide or potassium hydroxide).

The reaction can take place over a wide range of temperatures, and theprecise reaction temperature is not critical to the invention. Thepreferred reaction temperature will depend upon such factors as thenature of the solvent, and the starting material or reagent used.However, in general, we find it convenient to carry out the reaction ata temperature of from 0° to 100° C., more preferably from 25° to 50° C.The time required for the reaction may also vary widely, depending onmany factors, notably the reaction temperature and the nature of thereagents and solvent employed. However, provided that the reaction iseffected under the preferred conditions outlined above, a period of from10 minutes to 24 hours, preferably 30 minutes to 12 hours will usuallysuffice.

After completion of the reaction, the desired compound can be recoveredfrom the reaction mixture by conventional means. For example, onesuitable method comprises: properly neutralizing the reaction mixture;filtering off insoluble materials, if any; adding water and awater-immiscible solvent, such as ethyl acetate; washing the organicphase with water; separating the organic phase containing the desiredcompound; drying the extract over a drying agent, such as anhydrousmagnesium sulfate; and distilling off the solvent. The desired productthus obtained can, if required, be further purified by such conventionalmeans as recrystallization, reprecipitation or chromatography.

Step 26: Oxidation

In this step, a compound of formula (24a) can be prepared by reacting acompound of formula (28) with an oxidizing agent. The reaction involvedin this Step is essentially the same as that involved in Step 22 ofReaction Scheme VI, and may be carried out using the same reagents andreaction conditions.

Reaction Scheme VIII

Step 27:

In this step, a compound of formula (29) can be prepared by reacting acompound of formula (24) with Wittig-Horner reagent, such as ethyldiethoxyphosphorylacetate in the presence of base.

The reaction is normally and preferably effected in the presence of asolvent. There is no particular restriction on the nature of the solventto be employed, provided that it has no adverse effect on the reactionor on the reagents involved and that it can dissolve the reagents, atleast to some extent. Examples of suitable solvents include: aromatichydrocarbons, such as benzene; ethers, such as diethyl ether,tetrahydrofuran, dioxane or dimethoxyethane; amides, such as formamide,dimethylformamide, dimethylacetamide or hexamethylphosphoric triamide;and sulfoxides, such as dimethyl sulfoxide or sulfolane; more preferablyethers (particularly tetrahydrofuran) or amides (particularlydimethylformamide).

There is likewise no particular restriction upon the nature of the baseused, and any base commonly used in conventional reactions may equallybe used here. Examples of suitable bases include those bases used instep 7.

The reaction can take place over a wide range of temperatures, and theprecise reaction temperature is not critical to the invention. Thepreferred reaction temperature will depend upon such factors as thenature of the solvent, and the starting material or reagent used.However, in general, we find it convenient to carry out the reaction ata temperature of from -20° to 100° C., more preferably from 0° to 50° C.The time required for the reaction may also vary widely, depending onmany factors, notably the reaction temperature and the nature of thereagents and solvent employed. However, provided that the reaction iseffected under the preferred conditions outlined above, a period of from10 minutes to 48 hours, more preferably from 1 to 24 hours will usuallysuffice.

After completion of the reaction, the desired compound can be recoveredfrom the reaction mixture by conventional means. For example, onesuitable method comprises: properly neutralizing the reaction mixture;filtering off insoluble materials, if any; adding water and awater-immiscible solvent, such as ethyl acetate; washing the organicphase with water; separating the organic phase containing the desiredcompound; drying the extract over a drying agent, such as anhydrousmagnesium sulfate; and distilling off the solvent. The desired productthus obtained can, if required, be further purified by such conventionalmeans as recrystallization, reprecipitation or the variouschromatography techniques, notably column chromatography.

A double bond formed in the product can, if desired be catalyticallyreduced in a stream of hydrogen.

The reduction reaction is normally and preferably effected in thepresence of a solvent. There is no particular restriction on the natureof the solvent to be employed, provided that it has no adverse effect onthe reaction or on the reagents involved and that it can dissolve thereagents, at least to some extent. Examples of suitable solventsinclude: esters, such as ethyl acetate; ethers, such as tetrahydrofuran,dioxane or dimethoxyethane; and alcohols, such as methanol or ethanol;more preferably alcohols, such as methanol or ethanol, ethers, such astetrahydrofuran or dioxane, fatty acids, such as acetic acid, ormixtures of one or more of these organic solvents and water.

There is likewise no particular restriction upon the nature of thecatalyst used, and any catalyst commonly used in conventional reactionsmay equally be used here. Examples of suitable catalysts includepalladium-on-charcoal, platinum or Raney nickel.

The reaction can take place over a wide range of temperatures, and theprecise reaction temperature is not critical to the invention. Thepreferred reaction temperature will depend upon such factors as thenature of the solvent, and the starting material or reagent used.However, in general, we find it convenient to carry out the reaction ata temperature of from -10° to 50° C., more preferably from 0° to 25° C.The time required for the reaction may also vary widely, depending onmany factors, notably the reaction temperature and the nature of thereagents and solvent employed. However, provided that the reaction iseffected under the preferred conditions outlined above, a period of from10 minutes to 24 hours, more preferably from 30 minutes to 6 hours willusually suffice.

After completion of the reaction, the desired compound can be recoveredfrom the reaction mixture by conventional means. For example, onesuitable method comprises: filtering off the catalyst used; anddistilling off the solvent. The desired product thus obtained can, ifrequired, be further purified by such conventional means asrecrystallization, reprecipitation or the various chromatographytechniques, notably column chromatography.

Step 28: Reduction

In this step, a compound of formula (30) can be prepared by reacting acompound of formula (29) with a reducing agent.

The reaction is normally and preferably effected in the presence of asolvent. There is no particular restriction on the nature of the solventto be employed, provided that it has no adverse effect on the reactionor on the reagents involved and that it can dissolve the reagents, atleast to some extent. Examples of suitable solvents include: ethers,such as diethyl ether, tetrahydrofuran, dioxane or dimethoxyethane; andalcohols, such as methanol or ethanol. Of these, we prefer the ethers(particularly tetrahydrofuran) or alcohols (particularly methanol).

There is likewise no particular restriction upon the nature of thereducing agent used, and any reducing agent commonly used inconventional reactions may equally be used here. Examples of suitablereducing agents include sodium borohydride or diisobutylaluminumhydride.

The reaction can take place over a wide range of temperatures, and theprecise reaction temperature is not critical to the invention. Thepreferred reaction temperature will depend upon such factors as thenature of the solvent, and the starting material or reagent used.However, in general, we find it convenient to carry out the reaction ata temperature of from -20° to 100° C., more preferably from 0° to 80° C.The time required for the reaction may also vary widely, depending onmany factors, notably the reaction temperature and the nature of thereagents and solvent employed. However, provided that the reaction iseffected under the preferred conditions outlined above, a period of from10 minutes to 24 hours, more preferably from 1 to 10 hours will usuallysuffice.

After completion of the reaction, the desired compound can be recoveredfrom the reaction mixture by conventional means. For example, onesuitable method comprises: properly neutralizing the reaction mixture;filtering off insoluble materials, if any; adding water and awater-immiscible solvent, such as ethyl acetate; washing the organicphase with water; separating the organic phase containing the desiredcompound; drying the extract over a drying agent, such as anhydrousmagnesium sulfate; and distilling off the solvent. The desired productthus obtained can, if required, be further purified by such conventionalmeans as recrystallization, reprecipitation or chromatography.

Step 29: Oxidation

In this step, a compound of formula (31) can be prepared by reacting acompound of formula (30) with an oxidizing agent.

The reaction is normally and preferably effected in the presence of asolvent. There is no particular restriction on the nature of the solventto be employed, provided that it has no adverse effect on the reactionor on the reagents involved and that it can dissolve the reagents, atleast to some extent. Examples of suitable solvents include: halogenatedhydrocarbons, such as methylene chloride or chloroform; and ethers, suchas tetrahydrofuran, dioxane or dimethoxyethane. Of these, we prefer thehalogenated hydrocarbons (particularly methylene chloride).

There is likewise no particular restriction upon the nature of theoxidizing agent used, and any oxidizing agent commonly used inconventional reactions may equally be used here. Examples of suitableoxidizing agents include: chromium compounds, such as chromicanhydride-pyridine complex or pyridinium chlorochromate; and reagentsusable in dimethyl sulfoxide oxidation (such as complexes of dimethylsulfoxide and dicyclohexylcarbodiimide, oxalyl chloride, aceticanhydride, phosphorous pentaoxide or pyridine-sulfuric anhydride). Ofthese, we prefer pyridinium chlorochromate or dimethyl sulfoxide/oxalylchloride.

The reaction can take place over a wide range of temperatures, and theprecise reaction temperature is not critical to the invention. Thepreferred reaction temperature will depend upon such factors as thenature of the solvent, and the starting material or reagent used.However, in general, we find it convenient to carry out the reaction ata temperature of from -78° to 40° C., more preferably from -60° to 25°C. The time required for the reaction may also vary widely, depending onmany factors, notably the reaction temperature and the nature of thereagents and solvent employed. However, provided that the reaction iseffected under the preferred conditions outlined above, a period of from30 minutes to 6 hours, more preferably from 1 to 3 hours will usuallysuffice.

After completion of the reaction, the desired compound can be recoveredfrom the reaction mixture by conventional means. For example, onesuitable method comprises: properly neutralizing the reaction mixture;filtering off insoluble materials, if any; adding water and awater-immiscible solvent, such as ethyl acetate; washing the organicphase with water; separating the organic phase containing the desiredcompound; drying the extract over a drying agent, such as anhydrousmagnesium sulfate; and distilling off the solvent. The desired productthus obtained can, if required, be further purified by such conventionalmeans as recrystallization, reprecipitation or the variouschromatography techniques, notably column chromatography.

Reaction Scheme IX

Step 30: Alkylation

In this step, a compound of formula (1e) can be prepared by reacting acompound of formula (31) with the desired Grignard reagent.

The reaction is normally and preferably effected in the presence of asolvent. There is no particular restriction on the nature of the solventto be employed, provided that it has no adverse effect on the reactionor on the reagents involved and that it can dissolve the reagents, atleast to some extent. Examples of suitable solvents include: aromatichydrocarbons, such as benzene; and ethers, such as diethyl ether,tetrahydrofuran, dioxane or dimethoxyethane.

The reaction can take place over a wide range of temperatures, and theprecise reaction temperature is not critical to the invention. Thepreferred reaction temperature will depend upon such factors as thenature of the solvent, and the starting material or reagent used.However, in general, we find it convenient to carry out the reaction ata temperature of from -78° to 50° C., more preferably from -60° to 25°C. The time required for the reaction may also vary widely, depending onmany factors, notably the reaction temperature and the nature of thereagents and solvent employed. However, provided that the reaction iseffected under the preferred conditions outlined above, a period of from10 minutes to 24 hours, more preferably from 30 minutes to 1 hour, willusually suffice.

After completion of the reaction, the desired compound can be recoveredfrom the reaction mixture by conventional means. For example, onesuitable method comprises: properly neutralizing the reaction mixture;filtering off insoluble materials, if any; adding water and awater-immiscible solvent, such as ethyl acetate; washing the organicphase with water; separating the organic phase containing the desiredcompound; drying the extract over a drying agent, such as anhydrousmagnesium sulfate; and distilling off the solvent. The desired productthus obtained can, if required, be further purified by such conventionalmeans as recrystallization, reprecipitation or the variouschromatography techniques, notably column chromatography.

Step 31: Esterification

In this step, a compound of formula (1f) can be prepared by esterifyinga compound of formula (1e) in an inert solvent. The reaction involved inthis Step is essentially the same as that involved in Step 3 of ReactionScheme I, and may be carried out using the same reagents and reactionconditions.

Step 32: Oxidation

In this step, a compound of formula (1g) can be prepared by reacting acompound of formula (1e) with an oxidizing agent in an inert solvent.The reaction involved in this Step is essentially the same as thatinvolved in Step 29 of Reaction Scheme VIII, and may be carried outusing the same reagents and reaction conditions.

Reaction Scheme X

Step 33: Alkylation

In this step, a compound of formula (1h) can be prepared by reacting acompound of formula (24) with a Grignard reagent in an inert solvent.The reaction involved in this Step is essentially the same as thatinvolved in Step 30 of Reaction Scheme IX, and may be carried out usingthe same reagents and reaction conditions.

Step 34: Esterification

In this step, a compound of formula (1i) can be prepared by esterifyinga compound of formula (1h) in an inert solvent. The reaction involved inthis Step is essentially the same as that involved in Step 3 of ReactionScheme I, and may be carried out using the same reagents and reactionconditions.

Step 35: Oxidation

In this step, a compound of formula (1j) can be prepared by reacting acompound of formula (1h) with an oxidizing agent in an inert solvent.The reaction involved in this Step is essentially the same as thatinvolved in Step 22 of Reaction Scheme VI, and may be carried out usingthe same reagents and reaction conditions.

Reaction Scheme XI

Step 36:

In this step, a compound of formula (1k) can be prepared by reacting acompound of formula (24) with the desired Wittig or Wittig-Hornerreagent in the presence of base.

The reaction is normally and preferably effected in the presence of asolvent. There is no particular restriction on the nature of the solventto be employed, provided that it has no adverse effect on the reactionor on the reagents involved and that it can dissolve the reagents, atleast to some extent. Examples of suitable solvents include: aromatichydrocarbons, such as benzene, toluene or xylene; ethers, such asdiethyl ether, tetrahydrofuran, dioxane, dimethoxyethane or diethyleneglycol dimethyl ether; amides, such as dimethylformamide,dimethylacetamide or hexamethylphosphoric triamide; and sulfoxides, suchas dimethyl sulfoxide or sulfolane. Of these, we prefer the ethers(particularly tetrahydrofuran) or amides (particularlydimethylformamide).

There is likewise no particular restriction upon the nature of the baseused, and any base commonly used in conventional reactions may equallybe used here. Examples of suitable bases include those bases used inStep 7.

The reaction can take place over a wide range of temperatures, and theprecise reaction temperature is not critical to the invention. Thepreferred reaction temperature will depend upon such factors as thenature of the solvent, and the starting material or reagent used.However, in general, we find it convenient to carry out the reaction ata temperature of from -20° to 100° C., more preferably from 0° to 70° C.The time required for the reaction may also vary widely, depending onmany factors, notably the reaction temperature and the nature of thereagents and solvent employed. However, provided that the reaction iseffected under the preferred conditions outlined above, a period of from10 minutes to 24 hours, more preferably from 30 minutes to 12 hours,will usually suffice.

After completion of the reaction, the desired compound can be recoveredfrom the reaction mixture by conventional means. For example, onesuitable method comprises: properly neutralizing the reaction mixture;filtering off insoluble materials, if any; adding water and awater-immiscible solvent, such as ethyl acetate; washing the organicphase with water; separating the organic phase containing the desiredcompound; drying the extract over a drying agent, such as anhydrousmagnesium sulfate; and distilling off the solvent. The desired productthus obtained can, if required, be further purified by such conventionalmeans as recrystallization, reprecipitation or the variouschromatography techniques, notably column chromatography.

A double bond formed in the product can, if desired, be catalyticallyreduced in a stream of hydrogen.

The reduction reaction is normally and preferably effected in thepresence of a solvent. There is no particular restriction on the natureof the solvent to be employed, provided that it has no adverse effect onthe reaction or on the reagents involved and that it can dissolve thereagents, at least to some extent. Examples of suitable solventsinclude: esters, such as ethylacetate; ethers, such as tetrahydrofuran,dioxane or dimethoxyethane; alcohols, such as methanol or ethanol; andfatty acids, such as acetic acid; water; more preferably alcohols, suchas methanol or ethanol, ethers, such as tetrahydrofuran or dioxane,fatty acids, such as acetic acid, or mixtures of one or more of theseorganic solvents and water.

There is likewise no particular restriction upon the nature of thecatalyst used, and any catalyst commonly used in conventional reactionsmay equally be used here. Examples of suitable catalysts includepalladium-on-charcoal, platinum and Raney nickel.

The reaction can take place over a wide range of temperatures, and theprecise reaction temperature is not critical to the invention. Thepreferred reaction temperature will depend upon such factors as thenature of the solvent, and the starting material or reagent used.However, in general, we find it convenient to carry out the reaction ata temperature of from -10° to 50° C., more preferably from 0° to 25° C.The time required for the reaction may also vary widely, depending onmany factors, notably the reaction temperature and the nature of thereagents and solvent employed. However, provided that the reaction iseffected under the preferred conditions outlined above, a period of from10 minutes to 24 hours, more preferably from 30 minutes to 6 hours, willusually suffice.

After completion of the reaction, the desired compound can be recoveredfrom the reaction mixture by conventional means. For example, onesuitable method comprises: filtering off the catalyst used; anddistilling off the solvent. The desired product thus obtained can, ifrequired, be further purified by such conventional means asrecrystallization, reprecipitation or the various chromatographytechniques, notably column chromatography.

Step 37: Reduction

In this step, a compound of formula (1m) can be prepared by reacting acompound of formula (1k) with a reducing agent in an inert solvent. Thereaction involved in this Step is essentially the same as that involvedin Step 6 of Reaction Scheme I, and may be carried out using the samereagents and reaction conditions.

Step 38: Esterification

In this step, a compound of formula (1n) can be prepared by esterifyinga compound of formula (1m) in an inert solvent. The reaction involved inthis Step is essentially the same as that involved in Step 3 of ReactionScheme I, and may be carried out using the same reagents and reactionconditions.

Reaction Scheme XII

Step 39: Isocyanation (of a carboxylic acid)

In this step, a compound of formula (33) can be prepared by reacting acompound of formula (32) with diphenylphosphoryl azide in the presenceof a base.

The reaction is normally and preferably effected in the presence of asolvent. There is no particular restriction on the nature of the solventto be employed, provided that it has no adverse effect on the reactionor on the reagents involved and that it can dissolve the reagents, atleast to some extent. Examples of suitable solvents include: aromatichydrocarbons, such as benzene, toluene or xylene; halogenatedhydrocarbons, such as methylene chloride or dichloroethane; ethers, suchas diethyl ether, tetrahydrofuran, dioxane, dimethoxyethane ordiethylene glycol dimethyl ether; nitriles, such as acetonitrile oriosbutyronitrile; and amides, such as formamide, dimethylformamide,dimethylacetamide or hexanethylphosphoric triamide. Of these, we preferthe aromatic hydrocarbons (particularly benzene or toluene) or ethers(particularly tetrahydrofuran).

There is likewise no particular restriction upon the nature of the baseused, and any base commonly used in conventional reactions may equallybe used here. Examples of suitable bases include organic bases, such astriethylamine, diisopropylethylamine, N-methylmorpholine, pyridine,4-(N,N-dimethylamino)pyridine, N,N-dimethylaniline orN,N-diethylaniline. Of these, we prefer triethylamine ordiisopropylethylamine.

The reaction can take place over a wide range of temperatures, and theprecise reaction temperature is not critical to the invention. Thepreferred reaction temperature will depend upon such factors as thenature of the solvent, and the starting material or reagent used.However, in general, we find it convenient to carry out the reaction ata temperature of from 50° to 150° C., more preferably from 70° to 120°C. The time required for the reaction may also vary widely, depending onmany factors, notably the reaction temperature and the nature of thereagents and solvent employed. However, provided that the reaction iseffected under the preferred conditions outlined above, a period of from30 minutes to 24 hours, more preferably from 1 to 12 hours, will usuallysuffice.

After completion of the reaction, the desired compound has so far beenfound to be too labile to purify and so it can be used in the followingreaction without purification.

Step 40: Addition

In this step, a compound of formula (34) in which R² represents ahydrogen atom can be prepared by reacting a compound of formula (33)with said compound of formula (3), (5), (17) or (21).

The reaction is normally and preferably effected in the presence of asolvent. There is no particular restriction on the nature of the solventto be employed, provided that it has no adverse effect on the reactionor on the reagents involved and that it can dissolve the reagents, atleast to some extent. Examples of suitable solvents include: aromatichydrocarbons, such as benzene, toluene or xylene; halogenatedhydrocarbons, such as methylene chloride or dichloroethane; and ethers,such as tetrahydrofuran, dioxane or dimethoxyethane. Of these, we preferthe aromatic hydrocarbons (particularly benzene or toluene).

The reaction can take place over a wide range of temperatures, and theprecise reaction temperature is not critical to the invention. Thepreferred reaction temperature will depend upon such factors as thenature of the solvent, and the starting material or reagent used.However, in general, we find it convenient to carry out the reaction ata temperature of from 0° to 150° C., more preferably from 25° to 100° C.The time required for the reaction may also vary widely, depending onmany factors, notably the reaction temperature and the nature of thereagents and solvent employed. However, provided that the reaction iseffected under the preferred conditions outlined above, a period of from10 minutes to 24 hours, more preferably from 1 to 6 hours, will usuallysuffice.

After completion of the reaction, the desired compound can be recoveredfrom the reaction mixture by conventional means. For example, onesuitable method comprises: properly neutralizing the reaction mixture;filtering off insoluble materials, if any; adding water and awater-immiscible solvent, such as ethyl acetate; washing the organicphase with water; separating the organic phase containing the desiredcompound; drying the extract over a drying agent, such as anhydrousmagnesium sulfate; and distilling off the solvent. The desired productthus obtained can, if required, be purified by such conventional meansas recrystallization, reprecipitation or the various chromatographytechniques, notably column chromatography.

Step 41: Isocyanation (of an amine)

In this step, a compound of formula (36) can be prepared by reacting acompound of formula (35) with phosgene, trichloromethyl chloroformate orbis(trichloromethyl) carbonate.

The reaction is normally and preferably effected in the presence of asolvent. There is no particular restriction on the nature of the solventto be employed, provided that it has no adverse effect on the reactionor on the reagents involved and that it can dissolve the reagents, atleast to some extent. Examples of suitable solvents include: halogenatedhydrocarbons, such as methylene chloride, chloroform or dichloroethane;and ethers, such as diethyl ether, tetrahydrofuran, dioxane ordimethoxyethane. Of these, we prefer methylene chloride.

The reaction can take place over a wide range of temperatures, and theprecise reaction temperature is not critical to the invention. Thepreferred reaction temperature will depend upon such factors as thenature of the solvent, and the starting material or reagent used.However, in general, we find it convenient to carry out the reaction ata temperature of from -40° to 50° C., more preferably from -20° to 0° C.The time required for the reaction may also vary widely, depending onmany factors, notably the reaction temperature and the nature of thereagents and solvent employed. However, provided that the reaction iseffected under the preferred conditions outlined above, a period of from10 minutes to 24 hours, more preferably from 1 to 6 hours will usuallysuffice.

After completion of the reaction, the desired product is preferably usedin the following step without purification due to the lability of thecompound.

Step 42: Addition

In this step, a compound of formula (34) can be prepared by reacting acompound of formula (36) with an amine of formula: R¹ R² NH in an inertsolvent. The reaction involved in this Step is essentially the same asthat involved in Step 40 of Reaction Scheme XII, and may be carried outusing the same reagents and reaction conditions.

Step 43: Deprotection

In this step, a compound of formula (1p) can be prepared by reacting acompound of formula (34) with a deprotecting agent in an inert solvent.The reaction involved in this Step is essentially the same as thatinvolved in Step 2 of Reaction Scheme I, and may be carried out usingthe same reagents and reaction conditions. If desired, the secondaryhydroxy group of the compound of formula (34) can be modified accordingto the procedure described in Step 3.

Methods for preparing the said starting compounds of formulae (15),(17), (21) and (25) will be explained as follows.

Reaction Scheme XIII

Step 44: Reduction

In this step, a compound of formula (38) can be prepared by reacting acompound of formula (37) with a reducing agent.

There is likewise no particular restriction upon the nature of thereducing agent used, and any reducing agent commonly used inconventional reactions may equally be used here. Examples of suitablereducing agents include diboranes, such as diborane or diborane-dimethylsulfide complex.

The reaction is normally and preferably effected in the presence of asolvent. There is no particular restriction on the nature of the solventto be employed, provided that it has no adverse effect on the reactionor on the reagents involved and that it can dissolve the reagents, atleast to some extent. Examples of suitable solvents include ethers, suchas tetrahydrofuran, dioxane or 1,2-dimethoxyethane.

The reaction can take place over a wide range of temperatures, and theprecise reaction temperature is not critical to the invention. Thepreferred reaction temperature will depend upon such factors as thenature of the solvent, and the starting material or reagent used.However, in general, we find it convenient to carry out the reaction ata temperature of from 20° and 100° C. The time required for the reactionmay also vary widely, depending on many factors, notably the reactiontemperature and the nature of the reagents and solvent employed.However, provided that the reaction is effected under the preferredconditions outlined above, a period of from 1 to 24 hours will usuallysuffice.

As an alternative to this reduction, a compound of formula (37) isreacted with a chloroformate, such as ethyl chloroformate, to produce amixed anhydride and then the product can be reduced by sodiumborohydride.

The solvent used in the synthesis of the mixed anhydride is preferablyan ether, such as 1,2-dimethoxyethane or tetrahydrofuran.

The reaction can take place over a wide range of temperatures, and theprecise reaction temperature is not critical to the invention. Thepreferred reaction temperature will depend upon such factors as thenature of the solvent, and the starting material or reagent used.However, in general, we find it convenient to carry out the reaction ata temperature of from -20° and 30° C. The time required for the reactionmay also vary widely, depending on many factors, notably the reactiontemperature and the nature of the reagents and solvent employed.However, provided that the reaction is effected under the preferredconditions outlined above, a period of from 30 minutes to 6 hours willusually suffice.

After completion of the reaction, the anhydride may be recovered fromthe reaction mixture by a variety of well known techniques, for exampleby filtering the reaction mixture with the aid of a Celite (trade mark)filter aid. The filtrate is then added to a mixture of water andtetrahydrofuran containing sodium borohydride to effect reduction.

The reduction reaction can take place over a wide range of temperatures,and the precise reaction temperature is not critical to the invention.The preferred reaction temperature will depend upon such factors as thenature of the solvent, and the starting material or reagent used.However, in general, we find it convenient to carry out the reaction ata temperature of from 0° and 50° C. The time required for the reactionmay also vary widely, depending on many factors, notably the reactiontemperature and the nature of the reagents and solvent employed.However, provided that the reaction is effected under the preferredconditions outlined above, a period of from 30 minutes to 3 hours willusually suffice.

Step 45: Introduction of a leaving group

In this step, a compound of formula (15) can be prepared by reacting acompound of formula (38) with an alkylsulfonyl or arylsulfonyl halide inan inert solvent in the presence of a base. The reaction involved inthis Step is essentially the same as that involved in Step 18 ofReaction Scheme V, and may be carried out using the same reagents andreaction conditions.

The sulfonate obtained in this step can, if desired be reacted withsodium iodide or potassium iodide to produce an iodide.

A suitable solvent for this reaction is a ketone, such as acetone ormethyl ethyl ketone.

The reaction can take place over a wide range of temperatures, and theprecise reaction temperature is not critical to the invention. Thepreferred reaction temperature will depend upon such factors as thenature of the solvent, and the starting material or reagent used.However, in general, we find it convenient to carry out the reaction ata temperature of from 0° and 80° C. The time required for the reactionmay also vary widely, depending on many factors, notably the reactiontemperature and the nature of the reagents and solvent employed.However, provided that the reaction is effected under the preferredconditions outlined above, a period of from 10 minutes to 8 hours willusually suffice.

Reaction Scheme XIV

Step 46: Introduction of a leaving group

In this step, a compound of formula (40) can be prepared by reacting acompound of formula (39) with an alkylsulfonyl or arylsulfonyl halide inan inert solvent. The reaction involved in this Step is essentially thesame as that involved in Step 45 of Reaction Scheme XIII, and may becarried out using the same reagents and reaction conditions. This stepis used for the preparation of a compound in which A¹ is other than asingle bond.

Further the sulfonate thus obtained in this step can, if desired, beconverted to the corresponding iodide in an analogous manner to theprocedure described in Step 45.

Step 46(a): Preparation of an alcohol compound

In this step, a compound of formula (41) can be prepared by reacting acompound of formula (39) with the desired diol compound (HO-A² -OH) orhaloalcohol compound (hal-A² -OH) in the presence of a base. This stepis used for the preparation of a compound in which A¹ is a single bond.

The reaction is normally and preferably effected in the presence of asolvent. There is no particular restriction on the nature of the solventto be employed, provided that it has no adverse effect on the reactionor on the reagents involved and that it can dissolve the reagents, atleast to some extent. Examples of suitable solvents include: ethers,such as tetrahydrofuran or 1,2-dimethoxyethane; and amides, such asdimethylformamide or dimethylacetamide.

There is likewise no particular restriction upon the nature of the baseused, and any base commonly used in conventional reactions may equallybe used here. Examples of suitable bases include alkali metalcarbonates, such as potassium carbonate.

The reaction can take place over a wide range of temperatures, and theprecise reaction temperature is not critical to the invention. Thepreferred reaction temperature will depend upon such factors as thenature of the solvent, and the starting material or reagent used.However, in general, we find it convenient to carry out the reaction ata temperature of from 20° to 100° C. The time required for the reactionmay also vary widely, depending on many factors, notably the reactiontemperature and the nature of the reagents and solvent employed.However, provided that the reaction is effected under the preferredconditions outlined above, a period of from 2 to 12 hours will usuallysuffice.

After completion of the reaction, the desired compound can be recoveredfrom the reaction mixture by conventional means. For example, onesuitable method comprises: distilling off the solvent; adding awater-immiscible solvent, such as diethyl ether; washing the organicphase with water; separating the organic phase containing the desiredcompound; drying the extract over a drying agent, such as anhydrousmagnesium sulfate; and distilling off the solvent.

Step 47: Preparation of an alcoholic compound

In this step, a compound of formula (41) can be prepared by reacting acompound of formula (40) with the desired diol compound in the presenceof a base. This step is used for the preparation of a compound in whichA¹ is other than a single bond.

The reaction is normally and preferably effected in the presence of asolvent. There is no particular restriction on the nature of the solventto be employed, provided that it has no adverse effect on the reactionor on the reagents involved and that it can dissolve the reagents, atleast to some extent. Examples of suitable solvents include: ethers,such as tetrahydrofuran or 1,2-dimethoxyethane; and amides, such asdimethylformamide or dimethylacetamide.

There is likewise no particular restriction upon the nature of the baseused, and any base commonly used in conventional reactions may equallybe used here. Examples of suitable bases include alkali metal hydrides,such as sodium hydride or lithium hydride.

The reaction can take place over a wide range of temperatures, and theprecise reaction temperature is not critical to the invention. Thepreferred reaction temperature will depend upon such factors as thenature of the solvent, and the starting material or reagent used.However, in general, we find it convenient to carry out the reaction ata temperature of from -20° and 60° C. (preferably at room temperature).The time required for the reaction may also vary widely, depending onmany factors, notably the reaction temperature and the nature of thereagents and solvent employed. However, provided that the reaction iseffected under the preferred conditions outlined above, a period of from1 to 24 hours will usually suffice.

After completion of the reaction, the desired compound can be recoveredfrom the reaction mixture by conventional means. For example, onesuitable method comprises: properly neutralizing the reaction mixture;filtering off insoluble materials, if any; adding water and awater-immiscible solvent, such as ethyl acetate; washing the organicphase with water; separating the organic phase containing the desiredcompound; drying the extract over a drying agent, such as anhydrousmagnesium sulfate; and distilling off the solvent.

Step 48: Introduction of a protecting group

In this step, a compound of formula (42) can be prepared by reacting acompound of formula (41) with a protecting agent in an inert solvent.The reaction involved in this Step is essentially the same as thatinvolved in Step 11 of Reaction Scheme III, and may be carried out usingthe same reagents (except methoxymethyl chloride) and reactionconditions.

Step 49: Reduction of a nitro group

In this step, a compound of formula (17) can be prepared by reacting acompound of formula (42) with a reducing agent in an inert solvent. Thereaction involved in this Step is essentially the same as that involvedin Step 12 of Reaction Scheme III, and may be carried out using the samereagents and reaction conditions.

Reaction Scheme XV

Step 50; Reduction

In this step, a compound of formula (44) can be prepared by reacting acompound of formula (43) with a reducing agent in an inert solvent. Thereaction involved in this Step is essentially the same as that involvedin Step 44 of Reaction Scheme XIII, and may be carried out using thesame reagents and reaction conditions.

Step 51: Introduction of a protecting group

In this step, a compound of formula (45) can be prepared by reacting acompound of formula (44) with a protecting agent in an inert solvent.The reaction involved in this Step is essentially the same as thatinvolved in Step 11 of Reaction Scheme III, and may be carried out usingthe same reagents (except methoxymethyl chloride) and reactionconditions.

Step 52: Reduction of a nitro group

In this step, a compound of formula (21) can be prepared by reacting acompound of formula (45) with a reducing agent in an inert solvent. Thereaction involved in this Step is essentially the same as that involvedin Step 12 of Reaction Scheme III, and may be carried out using the samereagents and reaction conditions.

Reaction Scheme XVI

Step 53: Alkylation

In this step, a compound of formula (47) can be prepared by reacting acompound of formula (46) with a dimethyl sulfide in the presence ofN-chlorosuccinic imide.

The reaction is normally and preferably effected in the presence of asolvent. There is no particular restriction on the nature of the solventto be employed, provided that it has no adverse effect on the reactionor on the reagents involved and that it can dissolve the reagents, atleast to some extent. Examples of suitable solvents include halogenatedhydrocarbons, such as methylene chloride or chloroform.

The reaction can take place over a wide range of temperatures, and theprecise reaction temperature is not critical to the invention. Thepreferred reaction temperature will depend upon such factors as thenature of the solvent, and the starting material or reagent used.However, in general, we find it convenient to carry out the reaction ata temperature of from -20° and 60° C. The time required for the reactionmay also vary widely, depending on many factors, notably the reactiontemperature and the nature of the reagents and solvent employed.However, provided that the reaction is effected under the preferredconditions outlined above, a period of from 1 to 24 hours will usuallysuffice.

After completion of the reaction, the desired compound can be recoveredfrom the reaction mixture by conventional means. For example, onesuitable method comprises: filtering off insoluble materials, if any;adding a halogenated hydrocarbon solvent, such as methylene chloride;washing the organic phase with a saturated aqueous solution of sodiumhydrogencarbonate; separating the organic phase containing the desiredcompound; drying the extract over a drying agent, such as anhydrousmagnesium sulfate; and distilling off the solvent.

Step 54: Oxidation

In this step, a compound of formula (48) can be prepared by reacting acompound of formula (47) with an oxidizing agent.

The reaction is normally and preferably effected in the presence of asolvent. There is no particular restriction on the nature of the solventto be employed, provided that it has no adverse effect on the reactionor on the reagents involved and that it can dissolve the reagents, atleast to some extent. Examples of suitable solvents include: halogenatedhydrocarbons, such as methylene chloride or chloroform; and alcohols,such as methanol or ethanol.

There is likewise no particular restriction upon the nature of theoxidizing agent used, and any oxidizing agent commonly used inconventional reactions may equally be used here. Examples of suitableoxidizing agents include m-chloroperbenzoic acid.

The reaction can take place over a wide range of temperatures, and theprecise reaction temperature is not critical to the invention. Thepreferred reaction temperature will depend upon such factors as thenature of the solvent, and the starting material or reagent used.However, in general, we find it convenient to carry out the reaction ata temperature of from -20° and 60° C. (preferably at room temperature).The time required for the reaction may also vary widely, depending onmany factors, notably the reaction temperature and the nature of thereagents and solvent employed. However, provided that the reaction iseffected under the preferred conditions outlined above, a period of from1 to 24 hours will usually suffice.

After completion of the reaction, the desired compound can be recoveredfrom the reaction mixture by conventional means. For example, onesuitable method comprises: filtering off insoluble materials, if any;adding water and a water-immiscible solvent, such as ethyl acetate;washing the organic phase with a saturated aqueous solution of sodiumcarbonate; and then separating the organic phase containing the desiredcompound; drying the extract over a drying agent, such as anhydrousmagnesium sulfate; and distilling off the solvent.

Step 55: Halogenation

In this step, a compound of formula (25) can be prepared by reacting acompound of formula (48) with hydrogen halide.

The reaction is normally and preferably effected in the presence of asolvent. There is no particular restriction on the nature of the solventto be employed provided that it has no adverse effect on the reaction oron the reagents involved and that it can dissolve the reagents, at leastto some extent. Examples of suitable solvents include halogenatedhydrocarbons, such as methylene chloride, chloroform or1,2-dichloroethane.

The hydrogen halide used may be, for example, hydrogen chloride orhydrogen bromide.

The reaction can take place over a wide range of temperatures, and theprecise reaction temperature is not critical to the invention. Thepreferred reaction temperature will depend upon such factors as thenature of the solvent, and the starting material or reagent used.However, in general, we find it convenient to carry out the reaction ata temperature of from -20° and 60° C. The time required for the reactionmay also vary widely, depending on many factors, notably the reactiontemperature and the nature of the reagents and solvent employed.However, provided that the reaction is effected under the preferredconditions outlined above, a period of from 1 to 24 hours will usuallysuffice.

After completion of the reaction, the desired compound can be recoveredfrom the reaction mixture by conventional means. For example, thedesired compound can be recovered by collecting the precipitates byfiltration.

The starting compound of formula (2) used in the present invention canbe prepared by preparing an acid halide from either a commerciallyavailable carboxylic acid or a carboxylic acid which can be produced bya manner known per se. In particular, a compound having a(9H-xanthen-9-yl)methyl group can be prepared by an analogous procedureto that disclosed in Japanese Patent Application No. Hei 4-243357.6,11-dihydrobenz[b,e]-oxepine-11-carboxylic acid is known from EPPublication No. 0497201 (1992). Alternatively the starting compoundsused in the present invention can be prepared as follows.

Reaction Scheme XVII

Step 56:

In this step, a compound of formula (50) can be prepared by reacting acompound of formula (49) with oxalyl chloride to produce an acidchloride and then reacting this product with diazomethane.

The reaction is normally and preferably effected in the presence of asolvent. There is no particular restriction on the nature of the solventto be employed, provided that it has no adverse effect on the reactionor on the reagents involved and that it can dissolve the reagents, atleast to some extent. Examples of suitable solvents include diethylether or tetrahydrofuran.

The reaction can take place over a wide range of temperatures, and theprecise reaction temperature is not critical to the invention. Thepreferred reaction temperature will depend upon such factors as thenature of the solvent, and the starting material or reagent used.However, in general, we find it convenient to carry out the reaction ata temperature of from -20° and 60° C. The time required for the reactionmay also vary widely, depending on many factors, notably the reactiontemperature and the nature of the reagents and solvent employed.However, provided that the reaction is effected under the preferredconditions outlined above, a period of from 1 to 24 hours will usuallysuffice.

After completion of the reaction, the desired compound can be recoveredfrom the reaction mixture by conventional means. For example, onesuitable method comprises: properly neutralizing the reaction mixture;filtering off insoluble materials, if any; adding water and awater-immiscible solvent, such as ethyl acetate; washing the organicphase with water; separating the organic phase containing the desiredcompound; drying the extract over a drying agent, such as anhydrousmagnesium sulfate; and distilling off the solvent.

Step 57:

In this step, a compound of formula (51) can be prepared by heating acompound of formula (50) with an alcohol in the presence of a metalsalt, such as silver benzoate.

The reaction is normally and preferably effected in the presence of asolvent. There is no particular restriction on the nature of the solventto be employed, provided that it has no adverse effect on the reactionor on the reagents involved and that it can dissolve the reagents, atleast to some extent. Examples of suitable solvents include alcohols,such as methanol or ethanol.

The reaction can take place over a wide range of temperatures, and theprecise reaction temperature is not critical to the invention. Thepreferred reaction temperature will depend upon such factors as thenature of the solvent, and the starting material or reagent used.However, in general, we find it convenient to carry out the reaction ata temperature of from 40° and 100° C. The time required for the reactionmay also vary widely, depending on many factors, notably the reactiontemperature and the nature of the reagents and solvent employed.However, provided that the reaction is effected under the preferredconditions outlined above, a period of from 1 to 3 hours will usuallysuffice.

After completion of the reaction, the desired compound can be recoveredfrom the reaction mixture by conventional means. For example, onesuitable method comprises: properly neutralizing the reaction mixture;filtering off insoluble materials, if any; adding water and awater-immiscible solvent, such as ethyl acetate; washing the organicphase with water; separating the organic phase containing the desiredcompound; drying the extract over a drying agent, such as anhydrousmagnesium sulfate; and distilling off the solvent.

Step 58:

In this step, a compound of formula (2a) can be prepared by hydrolysisof a compound of formula (51) in an inert solvent. The reaction involvedin this Step is essentially the same as that involved in Step 25 ofReaction Scheme VII, and may be carried out using the same reagents andreaction conditions.

Reaction Scheme XVIII

Step 59: Reduction by lithium aluminum hydride

This step involves the preparation of an alcohol compound by reacting acompound of formula (49) with a reducing agent.

The reaction is normally and preferably effected in the presence of asolvent. There is no particular restriction on the nature of the solventto be employed, provided that it has no adverse effect on the reactionor on the reagents involved and that it can dissolve the reagents, atleast to some extent. Examples of suitable solvents include: ethers,such as diethyl ether, diisopropyl ether, tetrahydrofuran, dioxane,dimethoxyethane and diethylene glycol dimethyl ether (especiallytetrahydrofuran).

There is likewise no particular restriction upon the nature of thereducing agent used, and any reducing agent commonly used inconventional reactions may equally be used here. Examples of suitablereducing agents include lithium aluminum hydride.

The reaction can take place over a wide range of temperatures, and theprecise reaction temperature is not critical to the invention. Thepreferred reaction temperature will depend upon such factors as thenature of the solvent, and the starting material or reagent used.However, in general, we find it convenient to carry out the reaction ata temperature of from 0° to 70° C., more preferably at a temperature offrom 40° to 70° C. The time required for the reaction may also varywidely, depending on many factors, notably the reaction temperature andthe nature of the reagents and solvent employed. However, provided thatthe reaction is effected under the preferred conditions outlined above,a period of from 15 minutes to 2 hours will usually suffice.

After completion of the reaction, the product can be recovered from thereaction mixture by conventional means. An example of such a techniqueis as follows: the reaction mixture is ice-cooled; water and an aqueoussolution of sodium hydroxide are added, followed by a water-immisciblesolvent, for example, diethyl ether; insoluble materials are filteredoff; the filtrate is washed with water, an aqueous solution of sodiumhydrogencarbonate and an aqueous solution of sodium chloride, in thatorder; and then the solvent is distilled off from the extract leavingthe desired product as the residue. The product thus obtained can, ifdesired, be further purified by conventional means, such asrecrystallization or the various chromatography techniques, notablycolumn chromatography.

Step 60: Introducing a leaving group

This step involves the preparation of an alkyl- or aryl-sulfonatecompound by reacting an alcohol compound, prepared as described in Step59, with a reagent used for introducing an alkyl- or aryl-sulfonyl group(preferably a methanesulfonyl group) in the presence of a base in aninert solvent.

The reaction involved in this Step is essentially the same as thatinvolved in Step 18 of Reaction Scheme V, and may be carried out usingthe same reagents and reaction conditions.

Step 61: Iodination

This step involves the preparation of a compound of formula (52) byreacting an alkyl- or aryl-sulfonate compound, prepared as described inStep 60, with an iodinating reagent.

The reaction is normally and preferably effected in the presence of asolvent. There is no particular restriction on the nature of the solventto be employed, provided that it has no adverse effect on the reactionor on the reagents involved and that it can dissolve the reagents, atleast to some extent. Examples of suitable solvents include: ketones,such as acetone, methyl ethyl ketone or methyl isobutyl ketone(especially methyl isobutyl ketone).

There is likewise no particular restriction upon the nature of theiodinating agent used, and any iodinating agent commonly used inconventional reactions may equally be used here. Examples of suitableiodinating agents include sodium iodide.

The reaction can take place over a wide range of temperatures, and theprecise reaction temperature is not critical to the invention. Thepreferred reaction temperature will depend upon such factors as thenature of the solvent, and the starting material or reagent used.However, in general, we find it convenient to carry out the reaction ata temperature of from 30° to 150° C., more preferably at a temperatureof from 60° to 100° C. The time required for the reaction may also varywidely, depending on many factors, notably the reaction temperature andthe nature of the reagents and solvent employed. However, provided thatthe reaction is effected under the preferred conditions outlined above,a period of from 1 to 48 hours, more preferably from 5 to 20 hours, willusually suffice.

After completion of the reaction, the product can be recovered from thereaction mixture by conventional means. An example of such a techniqueis as follows: the reaction mixture is freed from the solvent bydistillation; the residue is mixed with water; the aqueous mixture isextracted with a water-immiscible solvent, for example, benzene, diethylether, ethyl acetate or the like; and then the solvent is distilled offfrom the extract, leaving the desired product as the residue. Theproduct thus obtained can, if desired, be further purified byconventional means, such as recrystallization or the variouschromatography techniques, notably column chromatography.

Step 62: Synthesis of an aldehyde precursor

This step involves the preparation of an alkylated aldehyde precursor byreacting a compound of formula (52) with a compound of formula X³ H₂ inthe presence of a base in an inert solvent.

The reaction involved in this Step is essentially the same as thatinvolved in Step 7 of Reaction Scheme II, and may be carried out usingthe same reagents and reaction conditions.

Step 63: Hydrolysis

This step involves the preparation of a compound of formula (53) byhydrolizing an aldehyde precursor, prepared as described in Step 62, inthe presence of a heavy metal compound.

The reaction is normally and preferably effected in the presence of asolvent. There is no particular restriction on the nature of the solventto be employed, provided that it has no adverse effect on the reactionor on the reagents involved and that it can dissolve the reagents, atleast to some extent. Examples of suitable solvents include: mixtures ofwater with a nitrile, such as acetonitrile, or an alcohol, such asethanol.

The heavy metal compound used may be, for example, mercuric chloride orsilver nitrate.

The reaction can take place over a wide range of temperatures, and theprecise reaction temperature is not critical to the invention. Thepreferred reaction temperature will depend upon such factors as thenature of the solvent, and the starting material or reagent used.However, in general, we find it convenient to carry out the reaction ata temperature of from 50° to 100° C. The time required for the reactionmay also vary widely, depending on many factors, notably the reactiontemperature and the nature of the reagents and solvent employed.However, provided that the reaction is effected under the preferredconditions outlined above, a period of from 1 to 5 hours will usuallysuffice.

After completion of the reaction, the product can be recovered from thereaction mixture by conventional means. An example of such a techniqueis as follows: the reaction mixture is cooled; a water-immisciblesolvent, for example, benzene, diethyl ether, ethyl acetate or the likeis added thereto; insoluble materials are filtered off; the filtrate iswashed with an aqueous solution of sodium acetate, an aqueous solutionof ammonium chloride and an aqueous solution of sodium chloride, in thatorder; and then the solvent is distilled off from the extract, leavingthe desired product as the residue. The product thus obtained can, ifdesired, be further purified by conventional means, such asrecrystallization or the various chromatography techniques, notablycolumn chromatography.

Step 64: Oxidation (to produce a carboxyl group)

This step involves the preparation of a compound of formula (2a) byreacting a compound of formula (53) with an oxidizing agent.

The reaction is normally and preferably effected in the presence of asolvent. There is no particular restriction on the nature of the solventto be employed, provided that it has no adverse effect on the reactionor on the reagents involved and that it can dissolve the reagents, atleast to some extent. An example of a suitable solvent is a mixture ofwater and t-butanol.

There is likewise no particular restriction upon the nature of theoxidizing agent used, and any oxidizing agent commonly used inconventional reactions may equally be used here. Examples of suitableoxidizing agents include sodium chlorite.

The reaction can take place over a wide range of temperatures, and theprecise reaction temperature is not critical to the invention. Thepreferred reaction temperature will depend upon such factors as thenature of the solvent, and the starting material or reagent used.However, in general, we find it convenient to carry out the reaction ata temperature of from 0° to 50° C., more preferably at about roomtemperature. The time required for the reaction may also vary widely,depending on many factors, notably the reaction temperature and thenature of the reagents and solvent employed. However, provided that thereaction is effected under the preferred conditions outlined above, aperiod of from 30 minutes to 5 hours, more preferably from 1 to 3 hours,will usually suffice.

After completion of the reaction, the product can be recovered from thereaction mixture by conventional means. An example of such a techniqueis as follows: the reaction mixture is extracted with a water-immisciblesolvent, for example, methylene chloride; the extract is washed withwater; and then the solvent is distilled off from the extract, leavingthe desired product as the residue. The product thus obtained can, ifdesired, be further purified by conventional means, such asrecrystallization or the various chromatography techniques, notablycolumn chromatography.

Reaction Scheme XIX

Step 65: Wittig reaction

This step involves the preparation of a compound of formula (54) byreacting a compound of formula (1g) withmethoxymethyltriphenylphosphonium chloride in the presence of a base.

The reaction is normally and preferably effected in the presence of asolvent. There is no particular restriction on the nature of the solventto be employed, provided that it has no adverse effect on the reactionor on the reagents involved and that it can dissolve the reagents, atleast to some extent. Examples of suitable solvents include: ethers,such as diethyl ether, diisopropyl ether, tetraphydrofuran, dioxane,dimethoxyethane and diethylene glycol dimethyl ether (especiallytetrahydrofuran).

There is likewise no particular restriction upon the nature of the baseused, and any base commonly used in conventional reactions may equallybe used here. An Example of a suitable base is butyllithium.

The reaction can take place over a wide range of temperatures, and theprecise reaction temperature is not critical to the invention. Thepreferred reaction temperature will depend upon such factors as thenature of the solvent, and the starting material or reagent used.However, in general, we find it convenient to carry out the reaction ata temperature of from 10° to 40° C., and, especially when butyllithiumis used as the base, more preferably at a temperature of from 0° to 5°C. The time required for the reaction may also vary widely, depending onmany factors, notably the reaction temperature and the nature of thereagents and solvent employed. However, provided that the reaction iseffected under the preferred conditions outlined above, a period of from1 to 5 hours will usually suffice.

After completion of the reaction, the product can be recovered from thereaction mixture by conventional means. An example of such a techniqueis as follows: the reaction mixture is poured into an aqueous solutionof ammonium chloride; the aqueous mixture is extracted with awater-immiscible solvent, for example, benzene, diethyl ether, ethylacetate or the like; and then the solvent is distilled off from theextract, leaving the desired product as the residue. The product thusobtained can, if desired, be further purified by conventional means,such as recrystallization or the various chromatography techniques,notably column chromatography.

Step 66: Hydrolysis

This step involves the preparation of a compound of formula (55) byreacting a compound of formula (54) with an acid.

The reaction is normally and preferably effected in the presence of asolvent. There is no particular restriction on the nature of the solventto be employed, provided that it has no adverse effect on the reactionor on the reagents involved and that it can dissolve the reagents, atleast to some extent. Examples of suitable solvents include: ethers,such as diethyl ether, diisoprophyl ether, tetrahydrofuran, dioxane,dimethoxyethane and diethylene glycol dimethyl ether (especiallytetrahydrofuran).

There is likewise no particular restriction upon the nature of the acidused, and any acid commonly used in conventional reactions of this typemay equally be used here. An example of a suitable acid is hydrochloricacid.

The reaction can take place over a wide range of temperatures, and theprecise reaction temperature is not critical to the invention. Thepreferred reaction temperature will depend upon such factors as thenature of the solvent, and the starting material or reagent used.However, in general, we find it convenient to carry out the reaction ata temperature of from 10° to 100° C., more preferably at a temperatureof from 30° to 80° C. The time required for the reaction may also varywidely, depending on many factors, notably the reaction temperature andthe nature of the reagents and solvent employed. However, provided thatthe reaction is effected under the preferred conditions outlined above,a period of from 1 to 24 hours will usually suffice.

After completion of the reaction, the product can be recovered fromreaction mixture by conventional means. An example of such a techniqueis as follows: the reaction mixture is poured into water; the aqueousmixture is extracted with a water-immiscible solvent, for example,benzene, diethyl ether, ethyl acetate or the like; and then the solventis distilled off from the extract, leaving the desired product as theresidue. The product thus obtained can be used in the following reactionwithout purification or can, if desired, be purified by conventionalmeans, such as recrystallization or the various chromatographytechniques, notably column chromatography.

Step 67: Reduction

This step involves the preparation of a compound of formula (56) byreacting a compound of formula (55) with a reducing agent in an inertsolvent.

The reaction involved in this Step is essentially the same as thatinvolved in Step 10 of Reaction Scheme II, and may be carried out usingthe same reagents and reaction conditions.

Reaction Scheme XX

Step 68: Halogenation

This step involves the preparation of a compound of formula (57) byreacting a compound of formula (23) with a halogenating agent.

The reaction is normally and preferably effected in the presence of asolvent. There is no particular restriction on the nature of the solventto be employed, provided that it has no adverse effect on the reactionor on the reagents involved and that it can dissolve the reagents, atleast to some extent. Examples of suitable solvents include: halogenatedhydrocarbons, such as methylene chloride and chloroform (especiallymethylene chloride).

The halogenating agents used may be, for example, a combination oftriphenylphosphine and carbon tetrabromide.

The reaction can take place over a wide range of temperatures, and theprecise reaction temperature is not critical to the invention. Thepreferred reaction temperature will depend upon such factors as thenature of the solvent, and the starting material or reagent used.However, in general, we find it convenient to carry out the reaction ata temperature of from 10° to 50° C. The time required for the reactionmay also vary widely, depending on many factors, notably the reactiontemperature and the nature of the reagents and solvent employed.However, provided that the reaction is effected under the preferredconditions outlined above, a period of from 1 to 24 hours, morepreferably from 2 to 5 hours will usually suffice.

After completion of the reaction, the product can be recovered from thereaction mixture by conventional means, for example, the reactionmixture is washed with water and then the solvent is distilled off fromthe organic phase, leaving the desired product as the residue. Theproduct thus obtained can, if desired, be further purified byconventional means, such as recrystallization or the variouschromatography techniques, notably column chromatography.

Step 69: Formation of a phosphonium compound

This step involves the preparation of a compound of formula (58) byreacting a compound of formula (57) with triphenylphosphine.

The reaction is normally and preferably effected in the presence of asolvent. There is no particular restriction on the nature of the solventto be employed, provided that it has no adverse effect on the reactionor on the reagents involved and that it can dissolve the reagents, atleast to some extent. Examples of suitable solvents include:hydrocarbons, such as benzene, toluene and xylene (especially toluene).

The reaction can take place over a wide range of temperatures, and theprecise reaction temperature is not critical to the invention. Thepreferred reaction temperature will depend upon such factors as thenature of the solvent, and the starting material or reagent used.However, in general, we find it convenient to carry out the reaction ata temperature of from 50° to 150° C. The time required for the reactionmay also vary widely, depending on many factors, notably the reactiontemperature and the nature of the reagents and solvent employed.However, provided that the reaction is effected under the preferredconditions outlined above, a period of from 5 to 24 hours will usuallysuffice.

After completion of the reaction, the product can be recovered from thereaction mixture by conventional means. An such a technique is asfollows: the reaction temperature is reduced to room temperature;precipitates are collected by filtration and washed with toluene andhexane, and then dried. The product thus obtained can, if desired, befurther purified by conventional means, such as recrystallization.

The same step is also involved in the preparation of a compound offormula (84) from a compound of formula (15a) (Reaction Scheme XXI).

Step 70: Grignard reaction

This step involves the preparation of a compound of formula (61) by aGrignard reaction between compounds of formulae (59) and (60).

The reaction is normally and preferably effected in the presence of asolvent. There is no particular restriction on the nature of the solventto be employed, provided that it has no adverse effect on the reactionor on the reagents involved and that it can dissolve the reagents, atleast to some extent. Examples of suitable solvents include: ethers,such as diethyl ether, diisopropyl ether, tetrahydrofuran, dioxane,dimethoxyethane and diethylene glycol dimethyl ether (especially diethylether).

The reaction can take place over a wide range of temperatures, and theprecise reaction temperature is not critical to the invention. Thepreferred reaction temperature will depend upon such factors as thenature of the solvent, and the starting material or reagent used.However, in general, we find it convenient to carry out the reaction ata temperature of from 0° to 40° C. The time required for the reactionmay also vary widely, depending on many factors, notably the reactiontemperature and the nature of the reagents and solvent employed.However, provided that the reaction is effected under the preferredconditions outlined above, a period of from 10 minutes to 2 hours willusually suffice.

After completion of the reaction, the product can be recovered from thereaction mixture by conventional means. An example of such a techniqueis as follows: an aqueous solution of ammonium chloride is added to thereaction temperature; the aqueous mixture is extracted with awater-immiscible solvent, for example, benzene, diethyl ether, ethylacetate or the like; the extract is washed with water and dried; andthen the solvent is distilled off from the extract, leaving the desiredproduct as the residue. The product thus obtained can, if desired, befurther purified by conventional means, such as recrystallization or thevarious chromatography techniques, notably column chromatography.

Step 71: Swern oxidation

This step involves the preparation of a compound of formula (62) byreacting a compound of formula (61) with an oxidizing agent.

The reaction is normally and preferably effected in the presence of asolvent. There is no particular restriction on the nature of the solventto be employed, provided that it has no adverse effect on the reactionor on the reagents involved and that it can dissolve the reagents, atleast to some extent. Examples of suitable solvents include: halogenatedhydrocarbons, such as methylene chloride, chloroform and dichloroethane(especially methylene chloride).

The oxidizing agents used may be, for example, a combination of oxalylchloride and dimethyl sulfoxide.

The reaction can take place over a wide range of temperatures, and theprecise reaction temperature is not critical to the invention. Thepreferred reaction temperature will depend upon such factors as thenature of the solvent, and the starting material or reagent used.However, in general, we find it convenient to carry out the reaction ata temperature of from -100° to -50° C. The time required for thereaction may also vary widely, depending on many factors, notably thereaction temperature and the nature of the reagents and solventemployed. However, provided that the reaction is effected under thepreferred conditions outlined above, a period of from 10 minutes to 1hour will usually suffice. After that, the reaction mixture is cooled to-78° C. and then a base (preferably triethylamine) is added, after whichthe temperature is allowed to rise to room temperature for a period offrom 10 to 30 minutes.

After completion of the reaction, the product is recovered from thereaction mixture by conventional means. An example of such a techniqueis as follows: the reaction mixture is poured into water; the aqueousmixture is extracted with a water-immiscible solvent, for example,benzene, diethyl ether, ethyl acetate or the like; the extract is washedwith dilute hydrochloric acid and water, in that order; and then thesolvent is distilled off from the organic phase, leaving the desiredproduct as the residue. The product thus obtained can normally be usedin the following reaction without purification or can, if desired, befurther purified by conventional means, such as recrystallization or thevarious chromatography techniques, notably column chromatography.

Step 72: Wittig reaction

This step involves the preparation of a compound of formula (63) bymeans of a Wittig reaction, using compounds of formulae (58) and (62) inan inert solvent.

The reaction involved in this Step is essentially the same as thatinvolved in Step 65 of Reaction Scheme XIX, and may be carried out usingthe same reagents and reaction conditions.

Step 73: Debenzylation and reduction of a double bond

This step involves the preparation of a compound of formula (64) byreacting a compound of formula (63) with a reducing agent.

The reaction is normally and preferably effected in the presence of asolvent. There is no particular restriction on the nature of the solventto be employed, provided that it has no adverse effect on the reactionor on the reagents involved and that it can dissolve the reagents, atleast to some extent. Examples of suitable solvents include: alcohols,such as methanol, ethanol, propanol, isopropanol, butanol, isobutanol ort-butanol (especially ethanol); and ethers, such as diethyl ether ortetrahydrofuran.

There is likewise no particular restriction upon the nature of thereducing agent used, and any reducing agent commonly used inconventional reactions of this type may equally be used here. Anexamples of a suitable reducing agent is hydrogen in the presence of apalladium catalyst.

The reaction can take place over a wide range of temperatures, and theprecise reaction temperature is not critical to the invention. Thepreferred reaction temperature will depend upon such factors as thenature of the solvent, and the starting material or reagent used.However, in general, we find it convenient to carry out the reaction ata temperature of from 10° to 40° C. The time required for the reactionmay also vary widely, depending on many factors, notably the reactiontemperature and the nature of the reagents and solvent employed.However, provided that the reaction is effected under the preferredconditions outlined above, a period of from 1 to 10 hours will usuallysuffice.

After completion of the reaction, the product is recovered from thereaction mixture by conventional means, for example, the catalyst isfiltered off and then the solvent is distilled off from the filtrate,leaving the desired product as the residue. The product thus obtainedcan, if desired, be further purified by conventional means, such asrecrystallization or the various chromatography techniques, notablycolumn chromatography.

Reaction Scheme XXI

Step 74: Protection of a hydroxy group

This step involves the preparation of a compound of formula (65) byreacting a compound of formula (61) with a reagent for protecting ahydroxy group.

The reaction is normally and preferably effected in the presence of asolvent. There is no particular restriction on the nature of the solventto be employed, provided that it has no adverse effect on the reactionor on the reagents involved and that it can dissolve the reagents, atleast to some extent. Examples of suitable solvents includedimethylformamide.

Examples of suitable protecting groups include the methoxymethyl andt-butyldimethylsilyl groups. The reaction conditions will depend on thenature of the protecting group to be introduced, for example as follows:

(i) Introduction of a methoxymethyl group

The desired compound can be prepared by reacting the compound of formula(61) with methoxymethyl chloride in the presence of an organic tertiaryamine, such as triethylamine in a suitable solvent, for exampledimethylformamide.

The reaction can take place over a wide range of temperatures, and theprecise reaction temperature is not critical to the invention. Thepreferred reaction temperature will depend upon such factors as thenature of the solvent, and the starting material or reagent used.However, in general, we find it convenient to carry out the reaction ata temperature of from 50° to 100° C. The time required for the reactionmay also vary widely, depending on many factors, notably the reactiontemperature and the nature of the reagents and solvent employed.However, provided that the reaction is effected under the preferredconditions outlined above, a period of from 1 to 10 hours will usuallysuffice.

After completion of the reaction, the product may be recovered from thereaction mixture by conventional means. An example of such a techniqueis as follows: the reaction mixture is freed from the solvent bydistillation; ice-water is added to the residue; the aqueous mixture isextracted with a water-immiscible solvent, such as benzene, diethylether, ethyl acetate or the like; the extract is washed with dilutehydrochloric acid and water, in that order; and then the solvent isdistilled off from the extract, leaving the desired product as theresidue. The product thus obtained can, if desired, be purified byconventional means, such as recrystallization or the variouschromatography techniques, notably column chromatography.

(ii) Introduction of a t-butyldimethylsilyl group

The desired compound can be prepared by reacting the compound of formula(61) with t-butyldimethylsilyl chloride in the presence of an organictertiary amine, such as triethylamine (if necessary, in the additionalpresence of 4-(N,N-dimethylamino)pyridine) in a suitable solvent, forexample dimethylformamide.

The reaction can take place over a wide range of temperatures, and theprecise reaction temperature is not critical to the invention. Thepreferred reaction temperature will depend upon such factors as thenature of the solvent, and the starting material or reagent used.However, in general, we find it convenient to carry out the reaction ata temperature of from 10° to 60° C. The time required for the reactionmay also vary widely, depending on many factors, notably the reactiontemperature and the nature of the reagents and solvent employed.However, provided that the reaction is effected under the preferredconditions outlined above, a period of from 30 minutes to 5 hours willusually suffice.

After completion of the reaction, the product may be recovered from thereaction mixture by conventional means. An example of such a techniqueis as follows: the reaction mixture is freed from the solvent bydistillation; ice-water is added to the residue; the aqueous mixture isextracted with a water-immiscible solvent, such as benzene, diethylether, ethyl acetate or the like; the extract is washed with dilutehydrochloric acid and water, in that order; and then the solvent isdistilled off from the extract, leaving the desired product as theresidue. The product thus obtained can, if desired, be further purifiedby conventional means, such as recrystallization or the variouschromatography techniques, notably column chromatography.

Step 75: Debenzylation

This step involves the preparation of a compound of formula (66) byreacting a compound of formula (65) with a reducing agent in an inertsolvent.

The reaction involved in this Step is essentially the same as thatinvolved in Step 73 of Reaction Scheme XX, and may be carried out usingthe same reagents and reaction conditions.

Step 76: Swern oxidation

This step involves the preparation of a compound of formula (67) byreacting a compound of formula (66) with an oxidizing agent in an inertsolvent.

The reaction involved in this Step is essentially the same as thatinvolved in Step 71 of Reaction Scheme XX, and may be carried out usingthe same reagents and reaction conditions.

Step 77: Wittig reaction

This step involves the preparation of a compound of formula (68) by aWittig reaction using compounds of formulae (67) and (84) in thepresence of a base and in an inert solvent.

The reaction involved in this Step is essentially the same as thatinvolved in Step 65 of Reaction Scheme XIX, and may be carried out usingthe same reagents and reaction conditions.

Steps 78a and 78b: Reduction

These steps involve the preparation of compounds of formulae (69) and(85) by reacting a compound of formula (68) with a reducing agent in aninert solvent.

The reaction involved in this Step is essentially the same as thatinvolved in Step 73 of Reaction Scheme XX, and may be carried out usingthe same reagents and reaction conditions, except that the reaction ofStep 78a is preferably conducted in diethyl ether at room temperaturefor a period of from 30 minutes to 1 hour, and that of Step 78b ispreferably conducted in ethanol at room temperature for a period of from5 to 10 hours.

Reaction Scheme XXII

Step 79: Reduction

This step involves the preparation of a compound of formula (71) byreacting a compound of formula (70) with a reducing agent.

The reaction is normally and preferably effected in the presence of asolvent. There is no particular restriction on the nature of the solventto be employed, provided that it has no adverse effect on the reactionor on the reagents involved and that it can dissolve the reagents, atleast to some extent. Examples of suitable solvents include: halogenatedhydrocarbons, such as methylene chloride, chloroform, carbontetrachloride, dichloroethane, chlorobenzene and dichlorobenzene(especially methylene chloride).

There is likewise no particular restriction upon the nature of thereducing agent used, and any reducing agent commonly used inconventional reactions of this type may equally be used here. An exampleof a suitable reducing agent is diisobutylaluminum hydride.

The reaction can take place over a wide range of temperatures, and theprecise reaction temperature is not critical to the invention. Thepreferred reaction temperature will depend upon such factors as thenature of the solvent, and the starting material or reagent used.However, in general, we find it convenient to carry out the reaction ata temperature of from 10° to 40° C. The time required for the reactionmay also vary widely, depending on many factors, notably the reactiontemperature and the nature of the reagents and solvent employed.However, provided that the reaction is effected under the preferredconditions outlined above, a period of from 30 minutes to 5 hours willusually suffice.

After completion of the reaction, the product can be recovered from thereaction mixture by conventional means. An example of such a techniqueis as follows: the reaction is quenched by adding methanol whilstice-cooling; dilute hydrochloric acid is added to the reaction mixture,to dissolve insoluble materials; the mixture is extracted with awater-immiscible solvent, such as benzene, diethyl ether, ethyl acetateor the like; and then the solvent is distilled off from the extract,leaving the desired product as the residue. The product can, if desired,be further purified by conventional means, such as recrystallization orthe various chromatography techniques, notably column chromatography.

Step 80: Swern oxidation

This step involves the preparation of an aldehyde compound by reacting acompound of formula (71) with an oxidizing agent in an inert solvent.

The reaction involved in this Step is essentially the same as thatinvolved in Step 71 of Reaction Scheme XX, and may be carried out usingthe same reagents and reaction conditions.

Step 81: Wittig reaction

This step involves the preparation of a compound of formula (72) byreacting an aldehyde compound, prepared as described in Step 80, with aWittig reagent using triphenylphosphonium bromide in an inert solvent.

The reaction involved in this Step is essentially the same as thatinvolved in Step 65 of Reaction Scheme XIX, and may be carried out usingthe same reagents and reaction conditions.

Step 82: Formation of a diol group

This step involves the preparation of a diol compound by reacting acompound of formula (72) with a reagent for forming a diol group.

The reaction is normally and preferably effected in the presence of asolvent. There is no particular restriction on the nature of the solventto be employed, provided that it has no adverse effect on the reactionor on the reagents involved and that it can dissolve the reagents, atleast to some extent. An example of a suitable solvent is a mixture ofacetonitrile and water.

An example of a suitable oxidizing agent which may be used is osmiumtetraoxide (which may be used in association with morpholine-N-oxide asan auxiliary oxidizing agent).

The reaction can take place over a wide range of temperatures, and theprecise reaction temperature is not critical to the invention. Thepreferred reaction temperature will depend upon such factors as thenature of the solvent, and the starting material or reagent used.However, in general, we find it convenient to carry out the reaction ata temperature of from 0° to 100° C., more preferably from 10° to 40° C.The time required for the reaction may also vary widely, depending onmany factors, notably the reaction temperature and the nature of thereagents and solvent employed. However, provided that the reaction iseffected under the preferred conditions outlined above, a period of from5 to 12 hours, more preferably from 1 to 24 hours, will usually suffice.

After completion of the reaction, the product can be recovered from thereaction mixture by conventional means. An example of such a techniqueis as follows: the reaction mixture is poured into water; the aqueousmixture is extracted with a water-immiscible solvent, such as benzene,diethyl ether, ethyl acetate or the like; and then the solvent isdistilling off from the extract, leaving the product as the residue. Theproduct can, if desired, be further purified by conventional means, suchas recrystallization or the various chromatography techniques, notablycolumn chromatography.

Step 83: Formation of a benzylidene group

This step involves the preparation of a compound of formula (73) byreacting a diol compound, prepared as described in Step 82, withbenzaldehyde dimethyl acetal in the presence of an acid catalyst.

The reaction is normally and preferably effected in the presence of asolvent. There is no particular restriction on the nature of the solventto be employed, provided that it has no adverse effect on the reactionor on the reagents involved and that it can dissolve the reagents, atleast to some extent. Examples of suitable solvents include: halogenatedhydrocarbons, such as methylene chloride, chloroform, carbontetrachloride or dichloroethane (especially methylene chloride).

There is likewise no particular restriction upon the nature of the acidcatalyst used, and any acid catalyst commonly used in conventionalreactions of this type may equally be used here. An example of asuitable acid catalyst is p-toluenesulfonic acid.

The reaction can take place over a wide range of temperatures, and theprecise reaction temperature is not critical to the invention. Thepreferred reaction temperature will depend upon such factors as thenature of the solvent, and the starting material or reagent used.However, in general, we find it convenient to carry out the reaction ata temperature of from 10° to 40° C. The time required for the reactionmay also vary widely, depending on many factors, notably the reactiontemperature and the nature of the reagents and solvent employed.However, provided that the reaction is effected under the preferredconditions outlined above, a period of from 1 to 5 hours will usuallysuffice.

After completion of the reaction, the product can be recovered from thereaction mixture by conventional means. An example of such a techniqueis as follows: an aqueous solution of sodium hydrogencarbonate is addedto the reaction mixture; the aqueous mixture is extracted with awater-immiscible solvent, such as benzene, diethyl ether, ethyl acetateor the like; the extract is washed with water; and then the solvent isdistilled off from the extract, leaving the product as the residue. Theproduct can be used in the following step without purification or can,if desired, be further purified by conventional means, such asrecrystallization or the various chromatography techniques, notablycolumn chromatography.

Step 84: Reduction

This step involves the preparation of compounds of formulae (74) and(75) by reacting a compound of formula (73) with a reducing agent in aninert solvent.

The reaction involved in this Step is essentially the same as thatinvolved in Step 79 of Reaction Scheme XXII, and may be carried outusing the same reagents and reaction conditions.

Reaction Scheme XXIII

Step 85: Swern Oxidation

This step involves the preparation of a compound of formula (76) byreacting a compound of formula (74) with an oxidizing agent in an inertsolvent.

The reaction involved in this Step is essentially the same as thatinvolved in Step 71 of Reaction Scheme XX, and may be carried out usingthe same reagents and reaction conditions.

Step 86: Wittig reaction

This step involves the preparation of a compound of formula (77) bymeans of a Wittig reaction using compounds of formulae (76) and (58)(see Reaction Scheme XX) in the presence of a base in an inert solvent.

The reaction involved in this Step is essentially the same as thatinvolved in Step 65 of Reaction Scheme XX, and may be carried out usingthe same reagents and reaction conditions.

Step 87: Swern oxidation

This step involves the preparation of a compound of formula (78) byreacting a compound of formula (75) with an oxidizing agent in an inertsolvent.

The reaction involved in this Step is essentially the same as thatinvolved in Step 71 of Reaction Scheme XX, and may be carried out usingthe same reagents and reaction conditions.

Step 88: Wittig reaction

This step involves the preparation of a compound of formula (79) bymeans of a Wittig reaction using compounds of formulae (78) and (58) inthe presence of a base in an inert solvent.

The reaction involved in this Step is essentially the same as thatinvolved in Step 65 of Reaction Scheme XIX, and may be carried out usingthe same reagents and reaction conditions.

A desired compound of the invention can be prepared by reductivedebenzylation and reduction of a double bond of the compound of formula(77) or (79) using the same procedure as described in Step 73.

Reaction Scheme XXIV

Step 89: Epoxidation

This step involves the preparation of a compound of formula (80) byreacting a compound of formula (31) with trimethylsulfoxonium iodide inthe presence of a base.

The reaction is normally and preferably effected in the presence of asolvent. There is no particular restriction on the nature of the solventto be employed, provided that it has no adverse effect on the reactionor on the reagents involved and that it can dissolve the reagents, atleast to some extent. Examples of suitable solvents include: ethers,such as diethyl ether, diisopropyl ether, tetrahydrofuran, dioxane,dimethoxyethane or diethylene glycol dimethyl ether (especiallytetrahydrofuran); and sulfoxides, such as dimethyl sulfoxide.

There is likewise no particular restriction upon the nature of the baseused, and any base commonly used in conventional reactions of this typemay equally be used here. An example of a suitable base is sodiumhydride.

The reaction can take place over a wide range of temperatures, and theprecise reaction temperature is not critical to the invention. Thepreferred reaction temperature will depend upon such factors as thenature of the solvent, and the starting material or reagent used.However, in general, we find it convenient to carry out the reaction ata temperature of from 20° to 60° C. The time required for the reactionmay also vary widely, depending on many factors, notably the reactiontemperature and the nature of the reagents and solvent employed.However, provided that the reaction is effected under the preferredconditions outlined above, a period of from 30 minutes to 5 hours willusually suffice.

After completion of the reaction, the product can be recovered from thereaction mixture by conventional means. An example of such a techniqueis as follows: the reaction mixture is diluted with a water-immisciblesolvent, such as benzene, diethyl ether, ethyl acetate or the like; theorganic phase is washed with water; and then the solvent is distilledoff, leaving the product as the residue. The product can, if desired, befurther purified by conventional means, such as recrystallizanion or thevarious chromatography techniques, notably column chromatography.

Step 90: Cleavage of an epoxy group

This step involves the preparation of compounds (82) and (83) byreacting a compound of formula (80) with a compound of formula (81) inthe presence of a Lewis acid.

The reaction is normally and preferably effected in the presence of asolvent. There is no particular restriction on the nature of the solventto be employed, provided that it has no adverse effect on the reactionor on the reagents involved and that it can dissolve the reagents, atleast to some extent. Examples of suitable solvents include: halogenatedhydrocarbons, such as methylene chloride, chloroform, carbontetrachloride or dichloroethane (especially methylene chloride).

There is likewise no particular restriction upon the nature of the Lewisacid used, and any Lewis acid commonly used in conventional reactions ofthis type may equally be used here. An example of a suitable Lewis acidis boron trifluoride etherate.

The reaction can take place over a wide range of temperatures, and theprecise reaction temperature is not critical to the invention. Thepreferred reaction temperature will depend upon such factors as thenature of the solvent, and the starting material or reagent used.However, in general, we find it convenient to carry out the reaction ata temperature of from 10° to 60° C. The time required for the reactionmay also vary widely, depending on many factors, notably the reactiontemperature and the nature of the reagents and solvent employed.However, provided that the reaction is effected under the preferredconditions outlined above, a period of from 5 to 15 hours will usuallysuffice.

After completion of the reaction, the product can be recovered from thereaction mixture by conventional means. An example of such a techniqueis as follows: the reaction mixture is freed from the solvent bydistillation; the concentrate is poured into water; the aqueous mixtureis extracted with a water-immiscible solvent, such as benzene, diethylether, ethyl acetate or the like; and then the solvent is distilled offfrom the extract, leaving the products of formulae (82) and (83) as theresidue. The products can, if desired, be further purified byconventional means, such as recrystallization or the variouschromatography techniques, notably column chromatography.

If necessary, the hydroxy group of the compounds of formulae (82) and(83) can be acetylated and each of the resulting acetylated compoundsmay be separated by chromatography followed by deacetylation to producethe compounds (82) and (83) individually.

Reaction Scheme XXI

Step 91: Grignard reaction

This step involves the preparation of a compound of formula (61) byreacting a compound of formula (89) with a Grignard reagent (R⁶ A^(4b)MgBr) in the presence of cuprous iodide.

The reaction is normally and preferably effected in the presence of asolvent. There is no particular restriction on the nature of the solventto be employed, provided that it has no adverse effect on the reactionor on the reagents involved and that it can dissolve the reagents, atleast to some extent. Examples of suitable solvents include: ethers,such as diethyl ether, diisopropyl ether, tetrahydrofuran, dioxane,dimethoxythane or diethylene glycol dimethyl ether (especiallytetrahydrofuran).

The reaction can take place over a wide range of temperatures, and theprecise reaction temperature is not critical to the invention. Thepreferred reaction temperature will depend upon such factors as thenature of the solvent, and the starting material or reagent used.However, in general, we find it convenient to carry out the reaction ata temperature of from -100° to -50° C. The time required for thereaction may also vary widely, depending on many factors, notably thereaction temperature and the nature of the reagents and solventemployed. However, provided that the reaction is effected under thepreferred conditions outlined above, a period of from 1 to 5 hours willusually suffice. However, if the rate of reaction is sluggish, thereaction may require a further 1 to 2 hours at 0°.

After completion of the reaction, the product can be recovered from thereaction mixture by conventional means. An example of such a techniqueis as follows: the reaction mixture is ice-cooled; an aqueous solutionof ammonium chloride and concentrated aqueous ammonia are added, andthen the mixture is stirred; the mixture is then extracted with awater-immiscible solvent, such as diethyl ether; the extract is washedwith an aqueous solution of sodium hydrogencarbonate and with asaturated aqueous solution of sodium chloride, in that order; and thenthe solvent is distilled off from the extract, leaving the product asthe residue. The product can, if desired, be further purified byconventional means, such as recrystallization or the variouschromatography techniques, notably column chromatography.

Reaction Scheme XXV

Step 92: Deprotection

Where the hydroxy-protecting group is a t-butyl-dimethylsilyl group, itcan be removed by treatment with a compound capable of generating afluorine anion, such as tetrabutyl-ammonium fluoride or hydrochloricacid.

The reaction is normally and preferably effected in the presence of asolvent. There is no particular restriction on the nature of the solventto be employed, provided that it has no adverse effect on the reactionor on the reagents involved and that it can dissolve the reagents, atleast to some extent. Examples of suitable solvents include ethers, suchas tetrahydrofuran, or alcohols, such as methanol.

The reaction can take place over a wide range of temperatures, and theprecise reaction temperature is not critical to the invention. Thepreferred reaction temperature will depend upon such factors as thenature of the solvent, and the starting material or reagent used.However, in general, we find it convenient to carry out the reaction atfrom about 0° to 60° C. The time required for the reaction may also varywidely, depending on many factors, notably the reaction temperature andthe nature of the reagents and solvent employed. However, provided thatthe reaction is effected under the preferred conditions outlined above,a period of from 10 to 18 hours will usually suffice.

Where the hydroxy-protecting group is a methoxymethyl group, it cannormally be removed by treatment with an acid.

There is likewise no particular restriction upon the nature of the acidused, and any acid commonly used in conventional reactions of this typemay equally be used here. Examples of suitable acids include: Bronstedacids, including halogenated hydroacids, such as hydrogen chloride orhydrogen bromide, and organic acids, such as acetic acid orp-toluenesulfonic acid; and strongly acidic cation ion-exchange resins,such as Dowex (trade mark) 50 W.

The reaction is normally and preferably effected in the presence of asolvent. There is no particular restriction on the nature of the solventto be employed, provided that it has no adverse effect on the reactionor on the reagents involved and that it can dissolve the reagents, atleast to some extent. Examples of suitable solvents include: alcohols,such as methanol or ethanol; ethers, such as tetrahydrofuran or dioxane;and mixtures of one or more of these organic solvents and water.

The reaction can take place over a wide range of temperatures, and theprecise reaction temperature is not critical to the invention. Thepreferred reaction temperature will depend upon such factors as thenature of the solvent, and the starting material or reagent used.However, in general, we find it convenient to carry out the reaction ata temperature of from 0° to 50° C. The time required for the reactionmay also vary widely, depending on many factors, notably the reactiontemperature and the nature of the reagents and solvent employed.However, provided that the reaction is effected under the preferredconditions outlined above, a period of from 10 minutes to 18 hours willusually suffice.

After completion of the reaction, the product can be recovered from thereaction mixture by conventional means. An example of such a techniqueis as follows: the reaction mixture is poured into water; the aqueousmixture is extracted with a water-immiscible solvent, such as benzene,diethyl ether, ethyl acetate or the like; and then the solvent isdistilled off from the extract, leaving the product as the residue. Theproduct can normally be used in the following step without purificationor can, if desired, be purified by conventional means, such asrecrystallization or the various chromatography techniques, notablycolumn chromatography.

Step 93: Mitsunobu inversion reaction

This step involves the preparation of a compound of formula (87) byreacting a compound of formula (86) with benzoic acid in the presence oftriphenylphosphine and diethyl azodicarboxylate.

The reaction is normally and preferably effected in the presence of asolvent. There is no particular restriction on the nature of the solventto be employed, provided that it has no adverse effect on the reactionor on the reagents involved and that it can dissolve the reagents, atleast to some extent. Examples of suitable solvents include: ethers,such as diethyl ether, diisopropyl ether, tetrahydrofuran, dioxane,dimethoxyethane or diethylene glycol dimethyl ether (especiallytetrahydrofuran).

The reaction can take place over a wide range of temperatures, and theprecise reaction temperature is not critical to the invention. Thepreferred reaction temperature will depend upon such factors as thenature of the solvent, and the starting material or reagent used.However, in general, we find it convenient to carry out the reaction ata temperature of from 0° to 40° C. The time required for the reactionmay also vary widely, depending on many factors, notably the reactiontemperature and the nature of the reagents and solvent employed.However, provided that the reaction is effected under the preferredconditions outlined above, a period of from 1 to 24 hours will usuallysuffice.

After completion of the reaction, the product can be recovered from thereaction mixture by conventional means. An example of such a techniqueis as follows: the reaction mixture is diluted with a water-immisciblesolvent, such as benzene, diethyl ether, ethyl acetate or the like; thediluted mixture is washed with an aqueous solution of sodiumhydrogencarbonate; and then the solvent is distilled off from theorganic phase, leaving the product as the residue. The product can, ifdesired, be further purified by conventional means, such asrecrystallization or the various chromatography techniques, notablycolumn chromatography.

In a further step, the compound of formula (88) can be prepared from thecompound of formula (87) by the same procedure as that described in Step12 (Reaction Scheme III), followed by a procedure similar to thatdescribed in Step 1 (Reaction Scheme I).

Step 94:

This step involves the preparation of a compound of formula (89) byreacting a compound of formula (88) with a base.

There is likewise no particular restriction upon the nature of the baseused, and any base commonly used in conventional reactions of this typemay equally be used here. Examples of suitable bases include alkalimetal alkoxides, such as sodium methoxide, sodium ethoxide, potassiumt-butoxide or lithium methoxide, preferably sodium ethoxide.

The reaction is normally and preferably effected in the presence of asolvent. There is no particular restriction on the nature of the solventto be employed, provided that it has no adverse effect on the reactionor on the reagents involved and that it can dissolve the reagents, atleast to some extent. Examples of suitable solvents include: alcohols,such as methanol, ethanol, propanol, isopropanol, butanol, isobutanol,t-butanol or isoamyl alcohol.

The reaction can take place over a wide range of temperatures, and theprecise reaction temperature is not critical to the invention. Thepreferred reaction temperature will depend upon such factors as thenature of the solvent, and the starting material or reagent used.However, in general, we find it convenient to carry out the reaction ata temperature of from room temperature to the boiling point of thesolvent used. The time required for the reaction may also vary widely,depending on many factors, notably the reaction temperature and thenature of the reagents and solvent employed. However, provided that thereaction is effected under the preferred conditions outlined above, aperiod of from 1 to 24 hours will usually suffice.

After completion of the reaction, the product can be recovered from thereaction mixture by conventional means. An example of such a techniqueis as follows: the reaction mixture is poured into water and thenneutralized; the mixture is extracted with a water-immiscible solvent,such as benzene, diethyl ether, ethyl acetate or the like; and then thesolvent is distilled off from the extract, leaving the product as theresidue. The product can, if desired, be further purified byconventional means, such as recrystallization or the variouschromatography techniques, notably column chromatography.

Reaction Scheme XXVI

Step 95: Introduction of a leaving group

This step involves the preparation of a compound of formula (90) byreacting a compound of formula (41) with an alkylsulfonyl halide orarylsulfonyl halide (preferably methanesulfonyl chloride) in an inertsolvent in the presence of a base.

The reaction involved in this Step is essentially the same as thatinvolved in Step 18 of Reaction Scheme V, and may be carried out usingthe same reagents and reaction conditions.

Step 96; Introduction of an imidazolyl group

This step involves the preparation of a compound of formula (91) byreacting a compound of formula (90) with imidazole in an inert solvent.

The reaction involved in this Step is essentially the same as thatinvolved in Step 19 of Reaction Scheme V, and may be carried out usingthe same reagents and reaction conditions.

Step 97: Reduction of a nitro group

This step involves the preparation of a compound of formula (92) byreacting a compound of formula (91) with a reducing agent in an inertsolvent.

The reaction involved in this Step is essentially the same as thatinvolved in Step 12 of Reaction Scheme III, and may be carried out usingthe same reagents and reaction conditions.

Step 98: Condensation

This step involves the preparation of a compound of formula (1d) byreacting a compound of formula (92) with a compound of formula (2) (seeReaction Scheme I), in an inert solvent.

The reaction involved in this Step is essentially the same as thatinvolved in Step 1 of Reaction Scheme I, and may be carried out usingthe same reagents and reaction conditions.

Those compounds containing a group represented by R⁷ in accordance withthe present invention can be prepared by using a compound obtained byreductive debenzylation and reduction of a double bond of a compound offormula (77) or (79) or by using the compounds of formulae (56), (64),(82), (83) and (89), which may be obtained by the steps described above,in the same procedure as that described in Step 3.

Where R⁷ includes an oxycarbonyl group, the reaction can be carried outas follows:

That is, a solution of trichloromethyl chloroformate in tetrahydrofuranis added, whilst ice-cooling, to a tetrahydrofuran solution containingpyridine, and the resulting mixture is stirred at room temperature for asuit6able period, for example, 1 hour. The mixture is again ice-cooledand a solution of a compound of formula (1a), (1e), (1b), (1m), (56),(64), (82), (83) or (89) in tetrahydrofuran is added, and the mixture isagain stirred, e.g. for 1 hour. The tetrahydrofuran is removed bydistillation, and the residue is dissolved in methylene chloride. Asolution of the desired alcohol in methylene chloride is then addedthereto. 4-(N,N-dimethylamino)pyridine is then added to the mixture thusobtained, and the resulting mixture is stirred at room temperature, e.g.for an hour.

After completion of the reaction, the reaction mixture may be dilutedwith a water-immiscible solvent, such as benzene, diethyl ether, ethylacetate or the like. The diluted mixture is then washed with water andwith a saturated aqueous solution of sodium chloride, in that order, andthe solvent is distilled off from the organic phase to produce theproduct. The product can, if desired, be further purified bychromatography or recrystallization.

A compound, wherein a carboxylic acid group represented by R⁷ is analkali metal salt, can be prepared as follows:

That is, a base is added to a solution of a carboxylic acid derivativein a solvent. The amount of base is preferably from 0.9 to 1 moles permole of the carboxylic acid derivative. There is likewise no particularrestriction upon the nature of the base used, and any base commonly usedin conventional reactions of this type may equally be used here.Examples of suitable bases include: alkali metal hydrogencarbonates,such as sodium hydrogencarbonate, potassium hydrogencarbonate or lithiumhydrogencarbonate; alkali metal carbonates, such as sodium carbonate,potassium carbonate or lithium carbonatre; alkali metal hydroxides, suchas sodium hydroxide, potassium hydroxide or lithium hydroxide; andalkali metal alkoxides, such as sodium methoxide, sodium ethoxide,potassium t-butoxide or lithium methoxide. If desired, the base may beadded as an aqueous or alcohol solution thereof. All of the resultingmixture is dissolved to form a solution (by the application ofultrasonic if needed), after which the solvent is distilled off to givethe desired alkali metal salt.

The reaction is normally and preferably effected in the presence of asolvent. There is no particular restriction on the nature of the solventto be employed, provided that it has no adverse effect on the reactionor on the reagents involved and that it can dissolve the reagents, atleast to some extent. Examples of suitable solvents include: ethers,such as diethyl ether, tetrahydrofuran, dioxane or dimethoxyethane;alcohols, such as methanol, ethanol or isopropyl alcohol; esters, suchas ethyl acetate or methyl acetate; halogenated hydrocarbons, such asmethylene chloride or chloroform; water; and also mixtures of water andone or more water-soluble organic solvents (for example, dioxane,dimethoxyethane, methanol and isopropyl alcohol). When an aqueoussolvent mixture is used, it is lyophilized, as such or after distillingoff the organic solvent, to give the desired alkali metal salt.

A salt of an inorganic acid, such as hydrochloric acid, or of an organicacid, such as maleic acid, of a compound of the present invention havingan amino group or an heterocyclic group containing a basic nitrogenatom, such as an imidazole group, can be prepared as follows:

That is, such a compound is dissolved in a suitable solvent, and thenfrom 1 to 10 equivalents of the desired acid are added. The resultingprecipitate is collected by filtration to give the desired salt. Ifthere is no precipitation, the solvent is distilled off to give thedesired salt. If the salt is obtained in the form of a glassy material,the salt is again dissolved in water or in a mixture of water and awater-soluble organic solvent, such as dioxane, dimethoxyethane,methanol or isopropyl alcohol, and the solution is then lyophilized assuch or the solution is lyophilized after removal by distillation of thewater-soluble organic solvent. Consequently, the purified compound canbe obtained as a salt in the form or a powder or foam. The product can,if necessary, be further purified by recrystallization.

The reaction is normally and preferably effected in the presence of asolvent. There is no particular restriction on the nature of the solventto be employed, provided that it has no adverse effect on the reactionor on the reagents involved and that it can dissolve the reagents, atleast to some extent. Examples of suitable solvents include: ethers,such as diethyl ether, tetrahydrofuran, dioxane or dimethoxyethane;alcohols, such as methanol, ethanol, isopropyl alcohol; esters, such asethyl acetate or methyl acetate; halogenated hydrocarbons, such asmethylene chloride or chloroform.

The compounds of the present invention exhibit an excellent inhibitoryactivity against acyl-CoA: cholesterol acyl transferase, are wellabsorbed after oral administration and are less toxic than priorcompounds. They are, therefore, useful for the therapy and prevention ofarteriosclerosis.

The activity of the compounds of the present invention is illustrated bythe following tests.

β-Very low density lipoprotein (β-VLDL)

Blood was obtained [using the anticoagulant ethylene diamine tetraaceticacid (5 mM)] from Japanese White rabbits which had been fed a 2% w/wcholesterol diet for 2 weeks and then fasted overnight prior to removingthe blood. β-VLDL (d<1.006 g/ml) was isolated by ultracentrifugationfrom the plasma according to the method of Hatch and Lees [Hatch, F. T.and Lees, R. S., Adv. Lipid Res., 6, 1-68 (1968)] and dialyzed against10 mM of a sodium phosphate buffer (pH 7.4) containing 150 mM sodiumchloride at 4° C.

Preparation of Mouse Macrophages (Mφ)

Peritoneal cells were harvested from unstimulated female DDY mice (bodyweight 20-30 g) in phosphate buffer saline (PBS) as described by Edelsonand Cohn [Edelson, P. J. and Cohn, Z. A., 1976, IN VITRO Methods inCell-Mediated and Tumor Immunity, eds, Bloon, B. R. and DAvid, J. R.,(Academic, New York), 333-340.]. The fluid from the mice was pooled andthe cells were collected by centrifugation at 400× g, for 10 minutes at4° C., and washed once with PBS. The cells were resuspended inDulbecco's modified Eagle's medium (DMEM) containing 10% (vol/vol) fetalcalf serum (FCS), penicillin (100 units/ml), and streptomycin (100μg/ml) at a final concentration of 3×10⁶ cells per ml. Aliquots (1 ml)of this cell suspension were dispersed onto plastic Petri dishes (35×10mm) and then incubated in a CO₂ incubator (5% CO₂ /95% air) at 37° C.for 2 hours. Each dish was washed twice with PBS without serum to removenonadherent cells. The cells were washed twice with 2 ml of PBS and usedfor the experiment.

Inhibition of ACAT in Mφ

Inhibition of ACAT in Mφ was determined according to the methoddescribed by Brown et al. [Brown, M. S., Goldstein J. L., Krieger, M.,Ho, Y. K. and Anderson, R. G. W. (1979) J. Cell Biol., 82, 597-613.].Cholesterol reacylation was initiated by adding β-VLDL (finalconcentration 50 μg/ml cholesterol), [¹⁴ C]oleate-albumin complex (finalconcentrations: 0.2 mM oleate and 0.6 mg/ml albumin) and a test compounddissolved in ethanol into the Mφ monolayer, and the preparation wasincubated at 37° C. for 3 hours in a CO₂ incubator. Cells were washedthree times with PBS and cellular lipid was extracted with 1 mlhexane/isopropanol (3:2, vol/vol). A lipid extract was evaporated in astream of nitrogen. Cholesterol [¹⁴ C]oleated was seperated by thinlayer chromatography through silica gel using a 85:15:1 by volumemixture of hexane, diethyl ether and acetic acid as developing solvents.The ACAT activity in Mφ was determined by measuring the radioactivityand an inhibition rate (%) was calculated by comparing a controlactivity with those of the test compound at given concentrations. Theresults are shown in the following Table.

                  TABLE                                                           ______________________________________                                        Compound of                                                                   Example No.  Inhibition of ACAT* (%)                                          ______________________________________                                        13           80                                                               26           77                                                               44           89                                                               98           81                                                               125          85                                                               217          74                                                               219          86                                                               Compound A   51                                                               ______________________________________                                         *at a dose of 300 mg/ml                                                  

Compound A is a prior art compound having the formula (A): ##STR16##

It is disclosed in WO 93/06096.

The compounds of the present invention may be administered by any knownroute, as is well known for prior art compounds having the same type ofactivity. For example, they may be administered orally, suitably in theform of tablets, capsules, granules, powders or syrups. These drugformulations can be prepared by conventional means by adding suitableadditives, such as vehicles, binders, disintegrators, lubricants,stabilizers and corrigents. The dosage may be vary, depending uponpatient's symptoms and age; however, a daily dose of from 1 to 500 mgper kg of body weight, preferably from 1 to 100 mg per kg of bodyweight, may, in general, be given to a human adult patient, and this maybe administered in a single dose or in divided doses.

The present invention is further illustrated by the followingnon-limiting Examples. In these Examples, the Compound Nos. given arethose assigned in the foregoing Tables 1 to 5. Preparation of certain ofthe starting materials used in some of these Examples is illustrated bythe subsequent Preparations. Some pharmaceutical preparationsincorporating the compounds of the present invention are thenillustrated in the subsequent Formulations.

EXAMPLE 1N-{2-[3-(1-Imidazolyl)propoxy]methyl-6-methylthiophenyl}-2-(9H-xanthen-9-yl)acetamide(Compound No. 1-1475)

1(i)N-{2-[3-(Mesyloxy)propoxy]methyl-6-methylthiophenyl}-2-(9H-xanthen-9-yl)acetamide

212 mg (0.48 mmol) ofN-[2-(3-hydroxypropoxy)methyl-6-methylthiophenyl]-2-(9H-xanthen-9-yl)acetamide(prepared as described in Preparation 4) were suspended in 15 ml ofmethylene chloride. The suspension was cooled on an ice bath, and then102 mg (0.89 mmol) of methanesulfonyl chloride were added, followed by94 mg (0.90 mmol) of triethylamine. The temperature of the reactionmixture was allowed to rise to room temperature, after which the mixturewas stirred for an additional 1 hour. At the end of this time, thereaction was stopped by the addition of water. The mixture was thendiluted with methylene chloride, after which the organic layer waswashed with dilute aqueous hydrochloric acid and then with water. Thesolvent was then removed by distillation under reduced pressure, toobtain 251 mg (a quantitative yield) of the title compound as crystals.These crystals were used for the next step without purification.

1(ii) N-{2-[3-(1-Imidazolyl)propoxy]methyl-6-methylthiophenyl}-2-(9H-xanthen-9-yl)acetamide

251 mg of the crude crystals ofN-{2-[3-(mesyloxy)propoxy]methyl-6-methylthiophenyl}-2-(9H-xanthen-9-yl)acetamide[prepared as described in step (i) above] were suspended in 3 ml ofdimethylformamide. 162 mg (2.39 mmol) of imidazole were added to thesuspension, and the mixture was stirred for 5.5 hours at 90° C. At theend of this time, the reaction mixture was allowed to return to roomtemperature, after which it was diluted with ethyl acetate and washedseveral times with water. The solvent was then removed by distillationunder reduced pressure, and the resulting residue was subjected tocolumn chromatography through 15 g of silica gel. Fractions eluted withmixtures of methylene chloride and methanol ranging from 100:2 to 100:7by volume were collected. Recrystallization from a mixture of methylenechloride and methanol afforded 162 mg (yield 68%) of the title compoundas crystals, melting at 176.5°-177° C.

Infrared Absorption Spectrum (KBr), ν_(max) cm⁻¹ : 3267, 1649, 1515,1481, 1260, 757.

Nuclear Magnetic Resonance Spectrum (CDCl₃, 60 MHz), δ ppm: 1.88 (2H,quintet, J=6.5 Hz); 2.28 (3H, singlet); 2.73 (2H, doublet, J=6.5 Hz);3.17 (2H, triplet, J=6.5 Hz); 3.93 (2H, triplet, J=6.5 Hz); 4.10 (2H,singlet); 4.68 (1H, triplet, J=6.5 Hz); 6.7-7.7 (14H, multiplet).

EXAMPLE 2N-{2-[3-(1-Imidazolyl)propoxy]methyl-6-methylthiophenyl}-2-(9H-xanthen-9-yl)acetamidehydrochloride (Compound No. 1-1474)

100 mg ofN-{2-[3-(1-imidazolyl)propoxy]methyl-6-methylthiophenyl}-2-(9H-xanthen-9-yl)acetamide(prepared as described in Example 1) were dissolved in a mixture ofmethanol and methylene chloride. An excess of concentrated aqueoushydrochloric acid was added to the solution, and then the solvent wasremoved by distillation under reduced pressure. The resulting residuewas dissolved in methanol, and diethyl ether was added to produce 85 mgof the title compound as crystals, melting at 175°-184° C.

Infrared Absorption Spectrum (KBr), ν_(max) cm⁻¹ : 3405, 3269, 1649,1516, 1482, 1261, 758.

Elemental analysis: Calculated for C₂₉ H₂₉ N₃ O₃ S . HCl. 1/2H₂ O: C,63.90%; H, 5.73%; N, 7.71%; Cl, 6.50%. Found: C, 63.86%; H, 5.78%; N,7.69%; Cl, 6.35%.

EXAMPLE 3N-{5-[3-(1-Imidazolyl)propoxy]methyl-2-methylthiophenyl}-2-(9H-xanthen-9-yl)acetamide(Compound No. 1-1477)

Following a procedure similar to that described in Example 1, but usingN-[5-(3-hydroxypropoxy)methyl-2-methylthiophenyl]-2-(9H-xanthen-9-yl)acetamide(prepared by a procedure similar to that described in Preparation 4) asa starting material, in a relative amount similar to that used in thatExample, the title compound was obtained as an oily substance.

Infrared Absorption Spectrum (liquid film), ν_(max) cm⁻¹ : 2923, 1679,1574, 1480, 1254, 757.

Nuclear Magnetic Resonance Spectrum (CDCl₃, 60 MHz), δ ppm: 1.8-2.4 (2H,multiplet); 2.05 (3H, singlet); 2.75 (2H, doublet, J=7 Hz); 3.43 (2H,triplet, J=6 Hz); 3.9-4.3 (2H, multiplet); 4.45 (2H, singlet); 4.70 (1H,triplet, J=7 Hz); 6.8-7.6 (12H, multiplet); 8.0-8.2 (1H, broad singlet);8.3-8.5 (1H, broad singlet).

EXAMPLE 4N-{5-[3-(1-Imidazolyl)propoxy]methyl-2-methylthiophenyl}-2-(9H-xanthen-9-yl)acetamidehydrochloride (Compound No. 1-1476)

Following a procedure similar to that described in Example 2, but usingN-{5-[3-(1-imidazolyl)propoxy]methyl-2-methylthiophenyl}-2-(9H-xanthen-9-yl)acetamide(prepared as described in Example 3) as a starting material, the titlecompound was obtained as crystals, melting at 85°-86° C. (afterrecrystallization from a mixture of methylene chloride and ethylacetate).

Infrared Absorption Spectrum (KBr), ν_(max) cm⁻¹ : 3036, 1660, 1526,1479, 1458, 1258, 760.

Nuclear Magnetic Resonance Spectrum (CDCl₃, 270 MHz), δ ppm: 2.1-2.35(2H, broad singlet); 2.12 (3H, singlet); 2.80 (2H, doublet, J=7 Hz);3.49 (2H, broad singlet); 4.3-4.6 (2H, broad singlet); 4.47 (2H,singlet); 4.69 (1H, triplet, J=7 Hz); 6.9-7.4 (12H, multiplet); 8.11(1H, singlet); 8.27 (1H, singlet); 9.0-9.15 (1H, broad singlet).

EXAMPLE 5N-[2-Ethyl-6-(1-hydroxypropyl)phenyl]-2-(9H-xanthen-9-yl)acetamide(Compound No. 1-1434)

9.6 mg (0.18 mmol) of sodium methoxide were added to 3 ml of amethanolic solution containing 37 mg (0.060 mmol) ofN-(2-ethyl-6-{1-[2-(9H-xanthen-9-yl)acetoxy]propyl}phenyl)-2-(9H-xanthen-9-yl)acetamide(prepared as described in Preparation 55). The mixture was then stirredfor 4 hours at 600° C. At the end of this time, the reaction solutionwas diluted with diethyl ether. Water was then added to the reactionmixture, and the title compound was distributed between the organicsolvent and the water. The organic layer was then separated and washedwith water 3 times. The solvent was removed by distillation underreduced pressure, and the resulting residue was subjected to columnchromatography through 5 g of silica gel. Elution with mixtures ofmethylene chloride and ethyl acetate ranging from 10:1 to 5:1 by volumeafforded 21 mg (yield 89%) of the title compound as crystals, melting at167°-168° C. (after recrystallization from a mixture of diethyl etherand hexane).

Infrared Absorption Spectrum (KBr), ν_(max) cm⁻¹ : 1655, 1635, 1520,1482, 1460, 1260, 756.

Nuclear Magnetic Resonance Spectrum (CDCl₃, 270 MHz), δ ppm: 0.78 (3H,triplet, J=7 Hz); 1.06 (3H, triplet, J=7.5 Hz); 1.55-1.8 (2H,multiplet); 2.33 (2H, quartet, J=7 Hz); 2.79 (2H, doublet, J=7 Hz); 4.34(1H, triplet, J=7 Hz); 4.72 (2H, triplet, J=7 Hz); 6.95-7.5 (11H,multiplet).

EXAMPLE 6 N-[2-(3-Hydroxy-3-phenyl-1-propenyl)-6-methoxymethylphenyl]-2-(9H-xanthen-9-yl)acetamide(Compound No. 1-1443)

10 ml of a tetrahydrofuran suspension containing 152 mg (0.392 mmol) ofN-(2-formyl-6-methoxymethylphenyl)-2-(9H-xanthen-9-yl)acetamide(prepared as described in Preparation 53), 199 mg (0.432 mmol) ofphenacyltriphenylphosphoniumbromide and 48 mg (0.471 mmol) oftriethylamine was heated for 6 hours under reflux. At the end of thistime, the mixture was allowed to return to room temperature. 4 ml ofmethanol were added, and then 155 mg (4.10 mmol) of sodium borohydridewere gradually added to the mixture, which was then stirred for 1 hour.The reaction solution was then diluted with ethyl acetate, and washedseveral times with water. The solvent was removed by distillation underreduced pressure. The residue was subjected to column chromatographythrough 20 g of silica gel. Elution with a 4:1 by volume mixture ofmethylene chloride and ethyl acetate afforded 126 mg (yield 66%) of thetitle compound as crystals, melting at 204.5-206.5° C. (afterrecrystallization from methanol).

Infrared Absorption Spectrum (KBr), ν_(max) cm⁻¹ : 3258, 1652, 1482,1457, 1263, 752.

Nuclear Magnetic Resonance Spectrum (CDCl₃, 270 MHz), δ ppm: 2.73 (2H,doublet, J=7 Hz); 3.10 (3H, singlet); 3.94 (2H, singlet); 4.70 (1H,triplet, J=7 Hz); 5.34 (1H, doublet, J=7 Hz); 6.32 (1H, doublet ofdoublets, J=16 & 7 Hz); 6.53 (1H, doublet, J=16 Hz); 7.1-7.6 (16H,multiplet).

EXAMPLE 7N-[2-(3-Hydroxy-3-phenylpropyl)-6-methoxymethylphenyl]-2-(9H-xanthen-9-yl]acetamide(Compound No. 1-1444)

35 mg of 10% w/w palladium-on-carbon were added to 15 ml of atetrahydrofuran solution containing 111 mg (0.226 mmol) ofN-[2-(3-hydroxy-3-phenyl-1-propenyl)-6-methoxymethylphenyl]-2-(9H-xanthen-9-yl)acetamide(prepared as described in Example 6), and the mixture was stirredvigorously for 15 hours in a stream of hydrogen. The reaction solutionwas then filtered with the help of a Celite (trade mark) filter aid, andthe catalyst was washed with tetrahydrofuran. The filtrate and thewashings were combined, and the solvent was removed from the combinedsolution by distillation under reduced pressure. The resulting residuewas subjected to column chromatography through 15 g of silica gel.Elution with a 4:1 by volume mixture of methylene chloride and ethylacetate afforded 86 mg (yield 77%) of the title compound as crystals,melting at 143.5°-146° C. (after recrystallization from a mixture ofmethanol and hexane).

Infrared Absorption Spectrum (KBr), ν_(max) cm⁻¹ : 3370, 3280, 1652,1515, 1480, 1457, 1260, 757.

Nuclear Magnetic Resonance Spectrum (CDCl₃, 60 MHz), δ ppm: 1.7-2.1 (2H,multiplet); 2.2-2.6 (2H, multiplet); 2.53 (2H, doublet, J=7 Hz); 3.07(3H, singlet); 3.96 (2H, singlet); 4.2-4.6 (1H, multiplet); 4.59 (1H,triplet, J=7 Hz); 6.9-7.7 (16H, multiplet).

EXAMPLE 8N-[2-Ethyl-6-(3-oxo-6-phenylhexyl)phenyl]-2-(9H-xanthen-9-yl)acetamide(8a) (Compound No. 1-1445) andN-[2-Ethyl-6-(3-hydroxy-6-phenylhexyl)phenyl]-2-(9H-xanthen-9-yl)acetamide(8b) (Compound No. 1-1446)

93 mg of 10% w/w palladium-on-carbon were added to 5 ml of a methanolicsolution containing 154 mg ofN-[2-ethyl-6-(3-oxo-6-phenyl-1-hexenyl)phenyl]-2-(9H-xanthen-9-yl)acetamide(prepared as described in Example 68), and the mixture was stirredvigorously for 3 hours in a stream of hydrogen. At the end of this time,the reaction solution was filtered using a Celite (trade mark) filteraid, and the catalyst was washed with ethyl acetate several times. Thefiltrate and the washings were combined, and the solvent was removedfrom the combined solution by distillation under reduced pressure. Theresulting residue was subjected to column chromatography through 10 g ofsilica gel. Elution with a 2:1 by volume mixture of diethyl ether andhexane afforded 87 mg (yield 56%) of the 3-oxo compound (8a) and 53 mg(yield 34%) of the 3-hydroxy compound (8b) both as crystals.

(8a).N-[2-Ethyl-6-(3-oxo-6-phenylhexyl)phenyl]-2-(9H-xanthen-9-yl)acetamide:

melting at 113°-114° C. (after recrystallization from a mixture ofmethylene chloride and diethyl ether).

Infrared Absorption Spectrum (KBr), ν_(max) cm⁻¹ : 3246, 1709, 1653,1528, 1480, 1459, 1262, 758.

Nuclear Magnetic Resonance Spectrum (CDCl₃, 270 MHz), δ ppm: 1.09 (3H,triplet, J=7.5 Hz); 1.78 (2H, quartet, J=7 Hz); 2.26 (2H, triplet, J=7.5Hz); 2.38-2.55 (6H, multiplet); 2.62 (2H, triplet, J=6 Hz); 2.84 (2H,doublet, J=7 Hz); 4.73 (1H, triplet, J=7 Hz); 6.91-7.43 (16H,multiplet).

(8b)N-[2-Ethyl-6-(3-hydroxy-6-phenylhexyl)phenyl]-2-(9H-xanthen-9-yl)acetamide

melting at 131°-132° C. (after recrystallization from a mixture ofdiethyl ether and hexane).

Infrared Absorption Spectrum (KBr), ν_(max) cm⁻¹ : 3274, 1648, 1522,1480, 1459, 1260, 754.

Nuclear Magnetic Resonance Spectrum (CDCl₃, 270 MHz), δ ppm: 1.09 (3H,triplet, J=7.5 Hz); 1.31-1.79 (6H, multiplet); 2.18-2.47 (4H,multiplet); 2.56 (2H, triplet, J=7.5 Hz); 2.71 (1H, doublet of doublets,J=7 & 14.5 Hz); 2.76 (1H, doublet of doublets, J=7 & 14.5 Hz); 3.18-3.30(1H, multiplet); 4.70 (1H, triplet, J=7 Hz); 6.97-7.42 (16H, multiplet).

EXAMPLE 9N-{2-t-Butyl-5-[5-(4-fluorophenyl)-3-hydroxy-1-pentenyl]phenyl}-2-(9H-xanthen-9-yl)acetamide(Compound No. 1-1319)

Following a procedure similar to that described in Example 6, but usingN-{2-t-butyl-5-[5-(4-fluorophenyl)-3-oxo-1-pentenyl]phenyl}-2-(9H-xanthen-9-yl)acetamideas a starting material, the title compound was obtained as an oilysubstance. The starting material was prepared following a similarprocedure to that described in Example 68, but using4-fluoro-1-(4-diethoxyphosphoryl-3-oxobutyl)benzene andN-(2-t-butyl-5-formylphenyl)-2-(9H-xanthen-9-yl)acetamide (prepared asdescribed in Preparation 15).

Infrared Absorption Spectrum (CHCl₃), ν_(max) cm⁻¹ : 3450, 1673, 1600,1573, 1508, 1477, 1456.

Nuclear Magnetic Resonance Spectrum (CDCl₃, 270 MHz), δ ppm: 1.17 (9H,singlet); 1.85-2.0 (2H, multiplet); 2.4-2.5 (1/3H, multiplet); 2.65-2.8(2H, multiplet); 2.72 (5/3H, doublet, J=7 Hz); 4.2-4.35 (1H, multiplet);4.77 (1H, triplet, J=7 Hz); 6.22 (1H, doublet of doublets, J=7 & 16 Hz);6.53 (1H, doublet, J=16 Hz); 6.9-7.6 (15H, multiplet).

EXAMPLE 10N-{2-t-Butyl-5-[5-(4-fluorophenyl)-3-hydroxypentyl]phenyl}-2-(9H-xanthen-9-yl)acetamide(Compound No. 1-1318)

Following a procedure similar to that described in Example 7, butsubjectingN-{2-t-butyl-5-[5-(4-fluorophenyl)-3-hydroxy-1-pentenyl]phenyl}-2-(9H-xanthen-9-yl)acetamide(prepared as described in Example 9) to catalytic reduction, the titlecompound was obtained as a foam-like substance.

Infrared Absorption Spectrum (CHCl₃), ν_(max) cm⁻¹ : 3450, 1677, 1600,1575, 1509, 1479, 1456.

Nuclear Magnetic Resonance Spectrum (CDCl₃, 270 MHz), δ ppm:

1.17 (9H, singlet); 1.4-1.65 (2H, multiplet); 1.7-1.9 (2H, multiplet);2.3-2.9 (6H, multiplet); 3.4-3.7 (1H, multiplet); 4.74 (1H, triplet, J=7Hz); 6.9-7.5 (15H, multiplet).

EXAMPLE 11N-[2-Ethyl-6-(3-hydroxy-3-phenylpropyl)phenyl]-2-(9H-xanthen-9-yl)acetamide(Compound No. 1-1440)

Following a procedure similar to that described in Example 8, but usingN-[2-ethyl-6-(3-oxo-3-phenyl-1-propenyl)phenyl]-2-(9H-xanthen-9-yl)acetamideas a starting material, in a relative amount similar to that used inthat Example, the title compound was obtained as crystals, melting at192°-193° C. (after recrystallization from a mixture of ethyl acetateand hexane). The starting material was prepared following a similarprocedure to that described in Example 6, but usingN-(2-ethyl-6-formylphenyl)-2-(9H-xanthen-9-yl)acetamide (prepared by aprocedure similar to that described in Preparation 29).

Infrared Absorption Spectrum (KBr), ν_(max) cm⁻¹ : 3242, 1657, 1522,1480, 1459, 1254, 760.

Nuclear Magnetic Resonance Spectrum (CDCl₃, 270 MHz), δ ppm: 1.09 (3H,triplet, J=7.5 Hz); 1.82-1.93 (2H, multiplet); 2.23-2.48 (4H,multiplet); 2.68 (2H, doublet, J=7 Hz); 4.36 (1H, triplet, J=6 Hz); 4.69(1H, triplet, J=7 Hz); 6.96-7.44 (16H, multiplet).

EXAMPLE 12N-[2-t-Butyl-5-(4-cyclohexyl-3-hydroxybutyl)phenyl]-2-(9H-xanthen-9-yl)acetamide(Compound No. 1-25)

0.18 ml of a 1M solution of cyclohexylmethylmagnesium bromide in diethylether was added to 2 ml of tetrahydrofuran, and the mixture was cooledto -78° C. 2 ml of a tetrahydrofuran solution containing 50 mg (0.12mmol) ofN-[2-t-butyl-5-(3-oxopropyl)phenyl]-2-(9H-xanthen-9-yl)acetamide(prepared as described in Preparation 19) was then added dropwise tothis solution, over a period of 5 minutes. The mixture was then stirredfor 40 minutes at this temperature, after which the temperature wasallowed to return gradually to 0° C. The reaction was then stopped bythe addition of a saturated aqueous solution of ammonium chloride.Diethyl ether was added, which caused the title compound to bedistributed between the organic solvent and water. The organic layer wasseparated and washed with water, after which the solvent was removed bydistillation under reduced pressure. The resulting residue was subjectedto column chromatography through 10 g of silica gel. Elution with a100:15 by volume mixture of methylene chloride and ethyl acetateafforded 41 mg (yield 67%) of the title compound as crystals, melting at145°-146° C. (after recrystallization from a mixture of methylenechloride and diethyl ether).

Infrared Absorption Spectrum (KBr), ν_(max) cm⁻¹ : 3343, 3244, 1654,1529, 1478, 1458, 1253, 760, 749.

Nuclear Magnetic Resonance Spectrum (CDCl₃, 270 MHz), δ ppm: 0.76-1.87(15H, multiplet); 1.16 (9H, singlet); 2.20-2.84 (4H, multiplet);3.55-3.83 (1H, multiplet); 4.74 (1H, triplet, J=7 Hz); 6.92-7.45 (11H,multiplet).

EXAMPLE 13N-[2-t-Butyl-5-(4-cyclohexyl-3-oxobutyl)phenyl]-2-(9H-xanthen-9-yl)acetamide(Compound No. 1-12631)

1 ml of a methylene chloride solution containing 16 mg (0.13 mmol) ofoxalyl chloride was cooled to -78° C. 1.5 ml of a methylene chloridesolution containing 20 mg (0.25 mmol) of dimethyl sulfoxide were thenadded to this solution. The resulting mixture was then stirred for 5minutes, after which 1 ml of a methylene chloride solution containing 56mg (0.11 mmol) ofN-[2-t-butyl-5-(4-cyclohexyl-3-hydroxybutyl)phenyl]-2-(9H-xanthen-9-yl)acetamide(prepared as described in Example 12) was added dropwise over a periodof 5 minutes at the same temperature. The mixture was then stirred for15 minutes, and then 1 ml of a methylene chloride solution containing 64mg (0.64 mmol) of triethylamine was added dropwise to it. The mixturewas stirred for 10 minutes, and then the reaction mixture was allowed toreturn to room temperature. The reaction solution was diluted withdiethyl ether, and washed with dilute aqueous hydrochloric acid and thenwith water. The solvent was then removed by distillation under reducedpressure. The resulting residue was subjected to column chromatographythrough 10 g of silica gel. Elution with a 100:8 by volume mixture ofmethylene chloride and ethyl acetate afforded 51 mg (yield 91%) of thetitle compound as crystals, melting at 154°-155° C. (afterrecrystallization from a mixture of diethyl ether and hexane).

Infrared Absorption Spectrum (KBr), ν_(max) cm⁻¹ : 3233, 1711, 1637,1529, 1481, 1456, 1261, 758.

Nuclear Magnetic Resonance Spectrum (CDCl₃, 270 MHz), δ ppm: 0.80-1.91(11H, multiplet); 1.15 (9H, singlet); 2.29 (2H, doublet, J=6.5 Hz);2.36-2.90 (6H, multiplet); 4.74 (1H, triplet, J=7 Hz); 6.91-7.45 (11H,multiplet).

EXAMPLE 14N-[2-t-Butyl-5-(2-cyclohexyl-1-hydroxyethyl)phenyl]-2-(9H-xanthen-9-yl)acetamide(Compound No. 1-179)

8 ml of a tetrahydrofuran solution containing 100 mg (0.25 mmol) ofN-(2-t-butyl-5-formylphenyl)-2-(9H-xanthen-9-yl)acetamide (prepared asdescribed in Preparation 15) were cooled in an ice bath. 0.38 ml (0.38mmol) of a 1M solution of cyclohexylmethylmagnesium bromide in diethylether was then added dropwise to the solution. The resulting mixture wasstirred for 20 minutes at this temperature. It was then diluted withdiethyl ether, and washed with dilute aqueous hydrochloric acid and thenwith water. The solvent was then removed by distillation under reducedpressure. The resulting residue was subjected to column chromatographythrough 20 g of silica gel. Elution with mixtures of methylene chlorideand ethyl acetate ranging from 7:1 to 2:1 by volume afforded 95 mg(yield 76%) of the title compound as a foam-like substance.

Infrared Absorption Spectrum (CHCl₃), ν_(max) cm⁻¹ : 3425, 1678, 1508,1479, 1458, 1250.

Nuclear Magnetic Resonance Spectrum (CDCl₃, 270 MHz), δ ppm: 0.80-1.95(13H, multiplet); 1.18 (9H, singlet); 2.32-2.54 (0.5H, multiplet); 2.70(1.5H, doublet, J=7 Hz); 4.41-4.54 (0.25H, multiplet); 4.67-4.83 (0.75H,multiplet); 4.73 (1H, triplet, J=7 Hz); 7.01-7.49 (11H, multiplet).

EXAMPLE 15N-[2-Ethyl-6-(1-hydroxy-3-phenylpropyl)phenyl]-2-(9H-xanthen-9-yl)acetamide(Compound No. 1-1441)

Following a procedure similar to that described in Example 14, but usingN-(2-ethyl-6-formylphenyl)-2-(9H-xanthen-9-yl)acetamide (prepared by aprocedure similar to that described in Preparation 29) andphenethylmagnesium bromide as starting materials, in relativeproportions similar to those used in that Example, the title compoundwas obtained as crystals, melting at 128°-129° C. (afterrecrystallization from a mixture of ethyl acetate and hexane).

Infrared Absorption Spectrum (KBr), ν_(max) cm⁻¹ : 3240, 1648, 1524,1480, 1459, 1260, 754.

Nuclear Magnetic Resonance Spectrum (CDCl₃, 270 MHz), δ ppm: 1.03 (3H,triplet, J=7.5 Hz); 1.81-1.96 (1H, multiplet); 2.07-2.23 (1H,multiplet); 2.28 (2H, quartet, J=7.5 Hz); 2.54 (2H, triplet, J=7.5 Hz);2.56 (1H, doublet of doublets, J=7 & 15 Hz); 2.62 (1H, doublet ofdoublets, J=7 & 15 Hz); 4.42 (1H, triplet, J=7 Hz); 4.67 (1H, triplet,J=7 Hz); 7.01-7.42 (16H, multiplet).

EXAMPLE 16N-[2-t-Butyl-5-(6-phenyl-1-hydroxyhexyl)phenyl-2-(9H-xanthen-9-yl)acetamide(Compound No. 1-1283)

Following a procedure similar to that described in Example 12, but using5-phenylpentylmagnesium iodide andN(2-t-butyl-5-formylphenyl)-2-(9H-xanthen-9-yl)acetamide (prepared asdescribed in Preparation 15) as starting materials, in relativeproportions similar to those used in that Example, the title compoundwas obtained as a foam-like substance.

Infrared Absorption Spectrum (film), ν_(max) cm⁻¹ : 3395, 3280, 1653,1522, 1480, 1459, 1256, 758.

Nuclear Magnetic Resonance Spectrum (CDCl₃, 270 MHz), δ ppm: 1.17 (9H,multiplet); 1.25-1.85 (8H, multiplet); 2.42 (0.4H, doublet, J=7 Hz);2.61 (2H, triplet, J=8 Hz); 2.69 (1.6H, doublet, J=7 Hz); 4.26-4.34(0.2H, multiplet); 4.63 (0.8H, triplet, J=6.5 Hz); 4.73 (1H, triplet,J=7 Hz); 6.97-7.45 (16H, multiplet).

EXAMPLE 17N-[2-t-Butyl-5-(4-cyclohexyl-1-hydroxybutyl)phenyl]-2-(9H-xanthen-9-yl)acetamide(Compound No. 1-227)

Following a procedure similar to that described in Example 14, but using3-cyclohexylpropylmagnesium iodide andN-(2-t-butyl-5-formylphenyl)-2-(9H-xanthen-9-yl)acetamide (prepared asdescribed in Preparation 15) as starting materials, in relativeproportions similar to those used in that Example, the title compoundwas obtained as a foam-like substance.

Infrared Absorption Spectrum (film), ν_(max) cm⁻¹ : 3395, 3280, 1655,1522, 1480, 1459, 1256, 758.

Nuclear Magnetic Resonance Spectrum (CDCl₃, 270 MHz), δ ppm: 0.80-0.94(2H, multiplet); 1.11-1.80 (15H, multiplet); 1.17 (9H, singlet); 2.43(0.4H, doublet, J=7 Hz); 2.70 (1.6H, doublet, J=7 Hz); 4.28-4.34 (0.2H,multiplet); 4.60-4.68 (0.8H, multiplet); 4.73 (1H, triplet, J=7 Hz);6.97-7.46 (11H, multiplet).

EXAMPLE 18N-[2-t-Butyl-5-(6-cyclohexyl-1-hydroxyhexyl)phenyl]-2-(9H-xanthen-9-yl)acetamide(Compound No. 1-275)

Following a procedure similar to that described in Example 14, but using5-cyclohexylpentylmagnesium iodide andN-(2-t-butyl-5-formylphenyl)-2-(9H-xanthen-9-yl)acetamide (prepared asdescribed in Preparation 15) as starting materials, in relativeproportions similar to those used in that Example, the title compoundwas obtained as a foam-like substance.

Infrared Absorption Spectrum (film), ν_(max) cm⁻¹ : 3395, 3290, 1653,1522, 1480, 1459, 1256, 756.

Nuclear Magnetic Resonance Spectrum (CDCl₃, 270 MHz), δ ppm: 0.77-0.94(2H, multiplet); 1.06-1.80 (19H, multiplet); 1.17 (9H, singlet); 2.43(0.4H, doublet, J=7 Hz); 2.70 (1.6H, doublet, J=7 Hz); 4.28-4.35 (0.2H,multiplet); 4.63 (0.8H, triplet, J=6.5 Hz); 4.74 (1H, triplet, J=7 Hz);6.95-7.46 (11H, multiplet).

EXAMPLE 19N-[2-t-Butyl-5-(1-oxo-6-phenylhexyl)phenyl]-2-(9H-xanthen-9-yl)acetamide(Compound No. 1-1325)

Following a procedure similar to that described in Example 13, but usingN-[2-t-butyl-5-(6-phenyl-1-hydroxyhexyl)phenyl-2-(9H-xanthen-9-yl)acetamide(prepared as described in Example 16) as a starting material, in arelative amount similar to that used in that Example, the title compoundwas obtained as crystals, melting at 119°-120° C. (afterrecrystallization from a mixture of hexane and ethyl acetate).

Infrared Absorption Spectrum (KBr), ν_(max) cm⁻¹ : 3240, 1686, 1646,1524, 1482, 1459, 1258, 758.

Nuclear Magnetic Resonance Spectrum (CDCl₃, 270 MHz), δ ppm: 1.19 (9H,singlet); 1.45 (2H, quintet, J=7.5 Hz); 1.70 (2H, quintet, J=7.5 Hz);1.78 (2H, quintet, J=8 Hz); 2.40-2.45 (0.2H, multiplet); 2.60-2.80(0.2H, multiplet); 2.65 (2H, triplet, J=7.5 Hz); 2.74 (1.8H, doublet,J=7 Hz); 2.94 (1.8H, triplet, J=7 Hz); 4.74 (1H, triplet, J=7 Hz);7.05-7.43 (14.1H, multiplet); 7.72 (1H, doublet of doublets, J=2 & 8Hz); 8.05 (0.9H, doublet, J=2 Hz).

EXAMPLE 20N-[2-t-Butyl-5-(6-cyclohexyl-1-oxohexyl)phenyl]-2-(9H-xanthen-9-yl)acetamide(Compound No. 1-1262).

Following a procedure similar to that described in Example 13, but usingN-[2-t-butyl-5-(6-cyclohexyl-1-hydroxyhexyl)phenyl]-2-(9H-xanthen-9-yl)acetamide(prepared as described in Example 18) as a starting material, in arelative amount similar to that used in that Example, the title compoundwas obtained as crystals, melting at 133.5°-134° C. (afterrecrystallization from a mixture of hexane and diisopropyl ether).

Infrared Absorption Spectrum (film), ν_(max) cm⁻¹ : 3235, 1686, 1644,1524, 1482, 1459, 1258, 758.

Nuclear Magnetic Resonance Spectrum (CDCl₃, 270 MHz), δ ppm: 0.80-0.96(2H, multiplet); 1.06-1.78 (17H, multiplet); 1.20 (9H, singlet);2.33-2.47 (0.2H, multiplet); 2.65-2.75 (0.2H, multiplet); 2.74 (1.8H,doublet, J=7 Hz); 2.93 (1.8H, triplet, J=7 Hz); 4.75 (1H, triplet, J=7Hz); 7.07-7.43 (9.1H, multiplet); 7.73 (1H, doublet of doublets, J=2 & 8Hz); 8.06 (0.9H, singlet).

EXAMPLE 21N-[2-t-Butyl-5-(6-cyclohexyl-5-oxohexyl)phenyl]-2-(9H-xanthen-9-yl)acetamide(Compound No. 1-1268)

0.66 ml (7.65 mmol) of oxalyl chloride and 30 mg ofN,N-dimethylformamide were added, in turn, to 10 ml of a methylenechloride suspension containing 368 mg (1.53 mmol) of2-(9H-xanthen-9-yl)acetic acid. The suspension was stirred in an icebath for 30 minutes and then at room temperature for 1 hour. At the endof this time, the solvent and excess reagents, were removed bydistillation under reduced pressure. The residue was again dissolved in10 ml of methylene chloride, and the resulting solution was placed in anice bath. 2 ml of a methylene chloride solution containing 458 mg (1.39mmol) of 2-t-butyl-5-(6-cyclohexyl-5-oxohexyl)aniline and 0.56 ml ofpyridine were then added to the solution, and the mixture was stirredfor 10 minutes. The reaction solution was then diluted with diethylether, washed with a dilute aqueous solution of sodium hydroxide, withdilute aqueous hydrochloric acid and with water, in that order. Thesolvent was then removed by distillation under reduced pressure. Theresulting residue was subjected to column chromatography through 40 g ofsilica gel. Elution with a 100:20 by volume mixture of hexane and ethylacetate afforded 663 mg (yield 86%) of the title compound as crystals,melting at 126°-127° C. (after recrystallization from a mixture ofdiethyl ether and hexane).

Infrared Absorption Spectrum (KBr), ν_(max) cm⁻¹ : 1709, 1663, 1518,1478, 1459, 1256, 762.

Nuclear Magnetic Resonance Spectrum (CDCl₃, 270 MHz), δ ppm: 0.81-1.02(2H, multiplet); 1.05-1.93 (13H, multiplet); 1.18 (9H, singlet); 2.27(2H, doublet, J=7 Hz); 2.28-2.75 (6H, multiplet); 4.74 (1H, triplet, J=7Hz); 6.88-7.45 (11H, multiplet).

EXAMPLE 22N-[2-t-Butyl-5-(6-hexyl-5-hydroxyhexyl)phenyl]-2-(9H-xanthen-9-yl)acetamide(Compound No. 1-587)

37 mg (0.99 mmol) of sodium borohydride were added to 10 ml of amethanolic suspension containing 544 mg (0.986 mmol) ofN-[2-t-butyl-5-(6-cyclohexyl-5-oxohexyl)phenyl]-2-(9H-xanthen-9-yl)acetamide(prepared as described in Example 21), in an ice bath. The ice bath wasthen removed, and the reaction mixture was stirred for 1 hour at roomtemperature. At the end of this time, the reaction solution was dilutedwith diethyl ether, washed with a saturated aqueous solution of ammoniumchloride and then with water several times. The solvent was then removedby distillation under reduced pressure, to obtain 532 mg (yield 97%) ofthe title compound as a foam-like substance.

Infrared Absorption Spectrum (CHCl₃), ν_(max) cm⁻¹ : 3450, 1678, 1509,1479, 1458, 1250.

Nuclear Magnetic Resonance Spectrum (CDCl₃, 270 MHz), δ ppm: 0.77-1.85(19H, multiplet); 1.16 (9H, singlet); 2.23-2.37 (0.5H, multiplet); 2.45(0.5H, doublet, J=7 Hz); 2.60 (1.5H, triplet, J=7 Hz); 2.70 (1.5H,doublet, J=7 Hz); 3.63-3.79 (1H, multiplet); 4.74 (1H, triplet, J=7 Hz);6.89-7.45 (11H, multiplet).

EXAMPLE 23N-[2-t-Butyl-5-(4-cyclohexyl-2-oxobutyl)phenyl]-2-(9H-xanthen-9-yl)acetamide(Compound No. 1-1265)

Following a procedure similar to that described in Example 21, but using2-t-butyl-5-(4-cyclohexyl-2-oxobutyl)aniline as a starting material, ina relative amount similar to that used in that Example, the titlecompound was obtained as crystals, melting at 134°-135° C. (afterrecrystallization from a mixture of ethyl acetate and hexane).

Infrared Absorption Spectrum (KBr), ν_(max) cm⁻¹ : 3379, 2922, 1701,1663, 1480, 1458, 1258, 761.

Nuclear Magnetic Resonance Spectrum (CDCl₃, 270 MHz), δ ppm: 0.7-1.0(2H, multiplet); 1.0-1.3 (3H, multiplet); 1.16 (9H, singlet); 1.3-1.7(8H, multiplet); 2.2-2.75 (4H, multiplet); 3.39 (2/5H, singlet); 3.66(8/5H, singlet); 4.73 (1H, triplet, J=7 Hz); 6.9-7.45 (11H, multiplet).

EXAMPLE 24N-[2-t-Butyl-5-(4-cyclohexyl-2-hydroxybutyl)phenyl]-2-(9H-xanthen-9-yl)acetamide(Compound No. 1-373)

Following a procedure similar to that described in Example 22, but usingN-[2-t-butyl-5-(4-cyclohexyl-2-oxobutyl)phenyl]-2-(9H-xanthen-9-yl)acetamide(prepared as described in Example 23) as a starting material, in arelative amount similar to that used in that Example, the title compoundwas obtained as a foam-like substance.

Infrared Absorption Spectrum (CHCl₃), ν_(max) cm⁻¹ : 3430, 1678, 1600,1575, 1480, 1457.

Nuclear Magnetic Resonance Spectrum (CDCl₃, 270 MHz), δ ppm: 0.8-1.0(2H, multiple); 1.0-1.8 (13H, multiple); 1.70 (9H, singlet); 2.3-2.9(4H, multiple); 3.7-3.85 (1H, multiple); 4.74 (1H, triplet, J=7 Hz);6.9-7.5 (11H, multiplet).

EXAMPLE 25N-[2-t-Butyl-5-(5-cyclohexyl-3-oxopentyl)phenyl]-2-(9H-xanthen-9-yl)acetamide(Compound No. 1-1264).

Following a procedure similar to that described in Example 21, but using2-t-butyl-5-(5-cyclohexyl-3-oxopentyl)aniline (prepared by a proceduresimilar to that described in Preparation 7) as a starting material, in arelative amount similar to that used in that Example, the title compoundwas obtained as a foam-like substance.

Infrared Absorption Spectrum (CHCl₃), ν_(max) cm⁻¹ : 3460, 1708, 1678,1480, 1458.

Nuclear Magnetic Resonance Spectrum (CDCl₃, 270 MHz), δ ppm: 0.7-1.0(2H, multiplet); 1.1-1.8 (11H, multiple); 1.15 (9H, singlet); 2.3-2.9(8H, multiple); 4.74 (1H, triplet, J=7 Hz); 6.9-7.5 (11H, multiplet).

EXAMPLE 26N-[2-t-Butyl-5-(5-cyclohexyl-3-hydroxypentyl)phenyl]-2-(9H-xanthen-9-yl)acetamide(Compound No. 1-1)

Following a procedure similar to that described in Example 22, but usingN-[2-t-butyl-5-(5-cyclohexyl-3-oxopentyl)phenyl]-2-(9H-xanthen-9-yl)acetamide(prepared as described in Example 25) as a starting material, in arelative amount similar to that used in that Example, the title compoundwas obtained as crystals, melting at 148°-149° C. (afterrecrystallization from a mixture of ethyl acetate and hexane).

Infrared Absorption Spectrum (KBr), ν_(max) cm⁻¹ : 3371, 2921, 2849,1658, 1518, 1480, 1458, 1259, 761.

Nuclear Magnetic Resonance Spectrum (CDCl₃, 270 MHz), δ ppm: 0.7-1.0(2H, multiplet); 1.0-1.85 (15H, multiplet); 1.16 (9H, singlet); 2.3-2.9(4H, multiplet); 3.4-3.7 (1H, multiplet); 4.74 (1H, triplet, J=7 Hz);6.9-7.5 (11H, multiplet).

EXAMPLE 27N-[2-t-Butyl-5-(5-cyclohexyl-4-oxopentyl)phenyl]-2-(9H-xanthen-9-yl)acetamide(Compound No. 1-1269)

Following a procedure similar to that described in Example 21, but using2-t-butyl-5-(5-cyclohexyl-4-oxopentyl)aniline as a starting material, ina relative amount similar to that used in that Example, the titlecompound was obtained as crystals, melting at 193°-194.5° C. (afterrecrystallization from a mixture of methylene chloride and diethylether). The starting material was prepared following a similar procedureto that described in Preparation 7, but using2-t-butyl-5-(5-cyclohexyl-4-oxopentyl)-1-nitrobenzene (prepared by aprocedure similar to that described in Preparation 9).

Infrared Absorption Spectrum (KBr), ν_(max) cm⁻¹ : 3233, 1703, 1640,1536, 1480, 1459, 1258, 756.

Nuclear Magnetic Resonance Spectrum (CDCl₃, 270 MHz), δ ppm: 0.8-1.0(2H, multiplet); 1.05-1.4 (3H, multiplet); 1.17 (9H, singlet); 1.6-2.0(8H, multiplet); 2.2-2.75 (8H, multiplet); 4.74 (1H, triplet, J=7 Hz);6.9-7.45 (11H, multiplet).

EXAMPLE 28N-[2-5-Butyl-5-(5-cyclohexyl-4-hydroxypentyl)phenyl]-2-(9H-xanthen-9-yl)acetamide(Compound No. 1-495)

Following a procedure similar to that described in Example 22, but usingN-[2-t-butyl-5-(5-cyclohexyl-4-oxopentyl)phenyl]-2-(9H-xanthen-9-yl)acetamide(prepared as described in Example 27) as a starting material, in arelative amount similar to that used in that Example, the title compoundwas obtained as crystals, melting at 157°-158° C. (afterrecrystallization from a mixture of diethyl ether and hexane).

Infrared Absorption Spectrum (KBr), ν_(max) cm⁻¹ : 3238, 1639, 1531,1482, 1459, 1257, 756.

Nuclear Magnetic Resonance Spectrum (CDCl₃, 270 MHz), δ ppm: 0.75-1.05(2H, multiplet); 1.1-1.9 (15H, multiplet); 1.16 (9H, singlet); 2.25-2.4(1/2H, multiplet); 2.45 (1/2H, broad doublets, J=8 Hz); 2.61 (3/2H,triplet, J=7 Hz); 2.70 (3/2H, doublet, J=7 Hz); 3.65-3.75 (1H, broadsinglet); 4.75 (1H, triplet, J=7 Hz); 6.9-7.45 (11H, multiplet).

EXAMPLE 29N-[2-t-Butyl-5-(5-cyclohexyl-2-oxopentyl)phenyl]-2-(9H-xanthen-9-yl)acetamide(Compound No. 1-1266)

Following a procedure similar to that described in Example 21, but using2-t-butyl-5-(5-cyclohexyl-2-oxopentyl)aniline as a starting material, ina relative amount similar to that used in that Example, the titlecompound was obtained as crystals, melting at 146°-147° C. (afterrecrystallization from a mixture of diisopropyl ether and hexane). Thestarting material was prepared following a similar procedure to thatdescribed in Preparation 7, but using2-t-butyl-5-(5-cyclohexyl-2-oxopentyl)-1-nitrobenzene (prepared by aprocedure similar to that described in Preparation 9).

Infrared Absorption Spectrum (KBr), ν_(max) cm⁻¹ : 3386, 1711, 1663,1519, 1480, 1458, 1259, 764.

Nuclear Magnetic Resonance Spectrum (CDCl₃, 270 MHz), δ ppm: 0.77-0.94(2H, multiplet); 1.08-1.28 (6H, multiplet); 1.16 (9H, singlet);1.50-2.72 (7H, multiplet); 2.28-2.40 (0.4H, multiplet); 2.45 (2H,triplet, J=7 Hz); 2.70 (1.6H, doublet, J=7 Hz); 3.38 (0.4H, singlet);3.65 (1.6H, singlet); 4.73 (1H, triplet, J=7 Hz); 6.94-7.40 (11H,multiplet).

EXAMPLE 30N-[2-t-Butyl-5-(5-cyclohexyl-2-hydroxypentyl)phenyl]-2-(9H-xanthen-9-yl)acetamide(Compound No. 1-397)

Following a procedure similar to that described in Example 22, but usingN-[2-t-butyl-5-(5-cyclohexyl-2-oxopentyl)phenyl]-2-(9H-xanthen-9-yl)acetamide(prepared as described in Example 29) as a starting material, in arelative amount similar to that used in that Example, the title compoundwas obtained as crystals, melting at 109°-111° C. (afterrecrystallization from diisopropyl ether).

Infrared Absorption Spectrum (KBr), ν_(max) cm⁻¹ : 3246, 1643, 1527,1482, 1458, 1259, 760.

Nuclear Magnetic Resonance Spectrum (CDCl₃, 270 MHz), δ ppm: 0.80-0.97(2H, multiplet); 1.12-1.77 (15H, multiplet); 1.17 (9H, multiplet);2.35-2.55 (0.8H, multiplet); 2.60 (0.8H, doublet of doublets, J=9 & 14Hz); 2.70 (1.6H, doublet, J=7 Hz); 2.80 (0.8H, doublet of doublets, J=4& 14 Hz); 3.55-3.87 (1H, multiplet); 4.74 (1H, triplet, J=7 Hz);6.97-7.41 (11H, multiplet).

EXAMPLE 31N-[2-t-Butyl-5-(6-cyclohexyl-2-oxohexyl)phenyl]-2-(9H-xanthen-9-yl)acetamide(Compound No. 1-1267)

Following a procedure similar to that described in Example 21, but using2-t-butyl-5-(6-cyclohexyl-2-oxohexyl)aniline as a starting material, ina relative amount similar to that used in that Example, the titlecompound was obtained as a foam-like substance. The starting materialwas prepared following a similar procedure to that described inPreparation 7, but using2-t-butyl-5-(6-cyclohexyl-2-oxohexyl)-1-nitrobenzene (prepared by aprocedure similar to that described in Preparation 9).

Infrared Absorption Spectrum (film), ν_(max) cm⁻¹ : 3280, 1713, 1655,1518, 1480, 1459, 1256, 758.

Nuclear Magnetic Resonance Spectrum (CDCl₃, 270 MHz), δ ppm: 0.75-0.90(2H, multiplet); 1.10-1.30 (8H, multiplet); 1.17 (9H, singlet);1.50-2.70 (7H, multiplet); 2.31-2.42 (0.4H, multiplet); 2.47 (2H,triplet, J=7 Hz); 2.70 (1.6H, doublet, J=7 Hz); 3.38 (0.4H, singlet);3.65 (1.6H, singlet); 4.73 (1H, triplet, J=7 Hz); 6.94-7.40 (11H,multiplet).

EXAMPLE 32N-[2-t-Butyl-5-(6-cyclohexyl-2-hydroxyhexyl)phenyl]-2-(9H-xanthen-9-yl)acetamide.(Compound No. 1-421)

Following a procedure similar to that described in Example 22, but usingN-[2-t-butyl-5-(6-cyclohexyl-2-oxohexyl)phenyl]-2-(9H-xanthen-9-yl)acetamide(prepared as described in Example 31) as a starting material, in arelative amount similar to that used in that Example, the title compoundwas obtained as a foam-like substance.

Infrared Absorption Spectrum (film), ν_(max) cm⁻¹ : 3380, 3275, 1655,1522, 1480, 1459, 1256, 758.

Nuclear Magnetic Resonance Spectrum (CDCl₃, 270 MHz), δ ppm: 0.80-0.94(2H, multiplet); 1.12-1.75 (17H, multiplet); 1.17 (9H, singlet);2.33-2.55 (0.8H, multiplet); 2.60 (0.8H, doublet of doublets, J=9 & 14Hz); 2.70 (1.6H, doublet, J=7 Hz); 2.80 (0.8H, doublet of doublets, J=3& 14 Hz); 3.52-3.88 (1H, multiplet); 4.74 (1H, triplet, J=7 Hz);6.97-7.41 (11H, multiplet).

EXAMPLE 33N-[2-t-Butyl-5-(4-cycloheptyl-3-oxobutyl)phenyl]-4-decyloxybenzamide(Compound No. 4-117)

Following a procedure similar to that described in Example 21, but using4-decyloxybenzoic acid and 2-t-butyl-5-(4-cycloheptyl-3-oxobutyl)anilineas starting materials, in relative proportions similar to those used inthat Example, the title compound was obtained as crystals, melting at98°-99° C. (after recrystallization from a mixture of ethyl acetate andhexane). The 2-t-butyl-5-(4-cycloheptyl-3-oxobutyl)aniline used as astarting material was prepared following a similar procedure to thatdescribed in Preparation 7, but using2-t-butyl-5-(4-cycloheptyl-3-oxobutyl)-1-nitrobenzene (prepared by aprocedure similar to that described in Preparation 6).

Infrared Absorption Spectrum (KBr), ν_(max) cm⁻¹ : 3314, 1715, 1640,1502, 1251, 766.

Nuclear Magnetic Resonance Spectrum (CDCl₃, 270 MHz), δ ppm: 0.88 (3H,triplet, J=7 Hz); 1.05-1.7 (26H, multiplet); 1.43 (9H, singlet);1.75-1.9 (2H, multiplet); 1.9-2.1 (1H, multiplet); 2.31 (2H, doublet,J=7 Hz); 2.7-2.8 (2H, multiplet); 2.8-2.9 (2H, multiplet); 4.03 (2H,triplet, J=7 Hz); 6.95-7.05 (3H, multiplet); 7.32 (1H, doublet, J=8 Hz);7.60 (1H, singlet); 7.78 (1H, singlet); 7.85 (2H, doublet, J=8 Hz).

EXAMPLE 34N-[2-t-Butyl-5-(4-cycloheptyl-3-hydroxybutyl)phenyl]-4-decyloxybenzamide(Compound No. 4-17)

Following a procedure similar to that described in Example 22, but usingN-[2-t-butyl-5-(4-cycloheptyl-3-oxobutyl)phenyl]-4-decyloxybenzamide(prepared as described in Example 33) as a starting material, in arelative amount similar to that used in that Example, the title compoundwas obtained as a foam-like substance.

Infrared Absorption Spectrum (CHCl₃), ν_(max) cm⁻¹ : 3480, 1664, 1607,1503, 1468.

Nuclear Magnetic Resonance Spectrum (CDCl₃, 270 MHz), δ ppm: 0.88 (3H,triplet, J=7 Hz); 1.05-1.9 (33H, multiplet); 1.43 (9H, singlet); 2.6-2.9(2H, multiplet); 3.65-3.8 (1H, multiplet); 4.02 (2H, triplet, J=7 Hz);6.98 (2H, doublet, J=8 Hz); 7.02 (1H, doublet, J=8 Hz); 7.33 (1H,doublet, J=8 Hz); 7.61 (1H, singlet); 7.78 (1H, singlet); 7.85 (2H,doublet, J=8 Hz).

EXAMPLE 35N-[2-t-Butyl-5-(3-phenyl-3-oxopropyl)phenyl]-2-(9H-xanthen-9-yl)acetamide(Compound No. 1-1326)

0.58 ml (4.20 mmol) of triethylamine and 0.31 ml (2.10 mmol) ofdiethylphosphoryl chloride were added to 20 ml of a benzene suspensioncontaining 505 mg (2.10 mmol) of 2-(9H-xanthen-9-yl)acetic acid, andthen the mixture was stirred for 1 hour. At the end of this time, 5 mlof a benzene solution containing 587 mg (2.09 mmol) of2-t-butyl-5-(3-phenyl-3-oxopropyl)aniline (prepared by a proceduresimilar to that described in Preparation 7), followed by 10 mg of4-pyrrolidinopyridine, were added to the reaction suspension, and theresulting mixture was heated under reflux for 4.5 hours. The reactionmixture was then diluted with ethyl acetate, washed with dilute aqueoushydrochloric acid, with water, with a saturated aqueous solution ofsodium hydrogen carbonate solution and with a saturated aqueous solutionof sodium chloride, in that order. The solvent was then removed bydistillation under reduced pressure, and the resulting residue wassubjected to column chromatography through silica gel. Elution with a4:1 by volume mixture of methylene chloride and cyclohexane yielded 934mg (yield 86%) of the title compound as crystals, melting at 116°-118°C. (after crystallization from diisopropyl ether).

Infrared Absorption Spectrum (KBr), νcm⁻¹ : 3216, 1686, 1640, 1481,1457, 1254.

Nuclear Magnetic Resonance Spectrum (CDCl₃, 270 MHz), δ ppm: 1.17(27/4H, singlet); 1.22 (9/4H, singlet); 2.46 (9/4H, doublet, J=7 Hz);2.65-2.85 (1/2H, multiplet); 2.71 (3/2H, doublet, J=7 Hz); 3.04 (3/2H,triplet, J=7 Hz); 3.05-3.2 (1/2H, multiplet); 3.32 (3/2H, triplet, J=7Hz); 4.74 (1H, triplet, J=7 Hz); 6.7-6.9 (14H, multiplet); 7.99 (2H,doublet, J=7 Hz).

EXAMPLE 36N-[2-t-Butyl-5-(3-hydroxy-3-phenylpropyl)phenyl]-2-(9H-xanthen-9-yl)acetamide(Compound No. 1-1300)

Following a procedure similar to that described in Example 22, but usingN-[2-t-butyl-5-(3-phenyl-3-oxopropyl)phenyl]-2-(9H-xanthen-9-yl)acetamide(prepared as described in Example 35) as a starting material, in arelative amount similar to that used in that Example, the title compoundwas obtained as crystals, melting at 136°-137° C. (afterrecrystallization from diisopropyl ether).

Infrared Absorption Spectrum (KBr), ν_(max) cm⁻¹ : 3267, 1658, 1525,1479, 1255.

Nuclear Magnetic Resonance Spectrum (CDCl₃, 270 MHz), δ ppm: 1.16(15/2H, singlet); 1.18 (3/2H, singlet); 1.8-2.8 (6H, multiplet); 4.5-4.8(2H, multiplet); 6.9-7.5 (16H, multiplet).

EXAMPLE 37N-[2-t-Butyl-5-(3-oxo-4-phenylbutyl)phenyl]-2-(9H-xanthen-9-yl)acetamide(Compound No. 1-1327)

Following a procedure similar to that described in Example 35, but using2-t-butyl-5-(3-oxo-4-phenylbutyl)aniline (prepared by a proceduresimilar to that described in Preparation 7) as a starting material, in arelative amount similar to that used in that Example, the title compoundwas obtained as crystals, melting at 122°-123° C. (afterrecrystallization from diisopropyl ether).

Infrared Absorption Spectrum (KBr), ν_(max) cm⁻¹ : 3224, 1716, 1640,1480, 1456, 1257.

Nuclear Magnetic Resonance Spectrum CDCl₃, 270 MHz), δ ppm: 1.15 (27/4H,singlet); 1.18 (9/4H, singlet); 2.41 (1/2H, doublet, J=7 Hz); 2.5-2.6(1/2H, multiplet); 2.69 (3/2H, doublet, J=7 Hz); 2.7-2.9 (3/2H,multiplet); 3.67 (1/2H, singlet); 3.71 (3/2H, singlet); 4.74 (1H,triplet, J=7 Hz); 6.85-7.4 (16H, multiplet).

EXAMPLE 38N-[2-t-Butyl-5-(3-hydroxy-4-phenylbutyl)phenyl]-2-(9H-xanthen-9-yl)acetamide(Compound No. 1-1301)

Following a procedure similar to that described in Example 22, but usingthe compound obtained in Example 37, the title compound was obtained asa foam-like substance.

Infrared Absorption Spectrum (KBr), ν_(max) cm⁻¹ : 3403, 3278, 1655,1458, 1416, 1256.

Nuclear Magnetic Resonance Spectrum (CDCl₃, 270 MHz), δ ppm: 1.16(27/4H, singlet); 1.20 (9/4H, singlet); 1.75-2.0 (2H, multiplet);2.3-2.95 (6H, multiplet); 3.7-4.0 (1H, multiplet); 4.74 (1H, triplet,J=7 Hz); 6.9-7.45 (16H, multiplet).

EXAMPLE 39N-[2-t-Butyl-5-(4-cycloheptyl-3-hydroxybutyl)phenyl]-2-(9H-xanthen-9-yl)acetamide(Compound No. 1-949)

Following a procedure similar to that described hereafter in Example 40,but usingN-[2-t-butyl-5-(4-cycloheptyl-3-t-butyldimethylsilyloxybutyl)phenyl]-2-(9H-xanthen-9-yl)acetamide(prepared by a procedure similar to that described in Preparation 11) asa starting material, in a relative amount similar to that used in thatExample, the title compound was obtained as a foam-like substance.

Infrared Absorption Spectrum (CHCl₃), ν_(max) cm⁻¹ : 3400, 1668, 1596,1475, 1458.

Nuclear Magnetic Resonance Spectrum (CDCl₃, 270 MHz), δ ppm: 1.0-1.8(17H, multiplet); 1.16 (9H, singlet); 2.3-2.9 (4H, multiplet); 3.6-3.8(1H, multiplet); 4.74 (1H, triplet, J=7 Hz); 7.5-7.9 (11H, multiplet).

EXAMPLE 40N-[2-t-Butyl-5-(3-cyclohexyl-2-hydroxypropyl)phenyl]-2-(9H-xanthen-9-yl)acetamide(Compound No. 1-349)

1.5 ml of 2N aqueous hydrochloric acid were added to 15 ml of atetrahydrofuran solution containing 813 mg (1.30 mmol) ofN-[2-t-butyl-5-(3-cyclohexyl-2-t-butyldimethylsilyloxypropyl)phenyl]-2-(9H-xanthen-9-yl)acetamide(prepared by a procedure similar to that described in Preparation 11),and the mixture was stirred for 2.5 hours at 50° C. The reaction mixturewas then allowed to return to room temperature. Addition of a mixture ofethyl acetate and water caused the title compound to be distributedbetween the organic solvent and water. The organic layer was separatedand washed with a saturated aqueous solution of sodium hydrogencarbonate, and then with a saturated aqueous solution of sodiumchloride. The solvent was removed by distillation under reducedpressure. The resulting residue was subjected to column chromatographythrough 50 g of silica gel. Elution with mixtures of ethyl acetate andhexane ranging from 1:2 to 2:3 by volume afforded 650 mg (yield 98%) ofthe title compound as crystals, melting at 177°-178° C. (afterrecrystallization from diisopropyl ether).

Infrared Absorption Spectrum (KBr), ν_(max) cm⁻¹ : 3393, 3223, 1641,1537, 1482, 1457, 1257, 760.

Nuclear Magnetic Resonance Spectrum (CDCl₃, 270 MHz), δ ppm: 0.82-1.04(2H, multiplet); 1.12-1.87 (11H, multiplet); 1.17 (9H, multiplet);2.35-2.50 (0.8H, multiplet); 2.57 (0.8H, doublet of doublets, J=8 & 14Hz ); 2.70 (1.6H, doublet, J=7 Hz); 2.79 (0.8H, doublet of doublets, J=4& 8 Hz); 3.67-3.99 (1H, multiplet); 4.74 (1H, triplet, J=7 Hz);6.97-7.41 (11H, multiplet).

EXAMPLE 41N-[5-(4-Cyclohexyl-3-hydroxybutyl)-2-isopropylphenyl]-2-(9H-xanthen-9-yl)acetamide(Compound No. 1-26)

Following a procedure similar to that described in Example 40, but usingN-[5-(4-cyclohexyl-3-t-butyl-dimethylsilyloxybutyl)-2-isopropylphenyl]-2-(9H-xanthen-9-yl)acetamide(prepared by a procedure similar to that described in Preparation 11) asa starting material, in a relative amount similar to that used in thatExample, the title compound was obtained as crystals, melting at144°-145° C. (after recrystallization from a mixture of ethyl acetateand hexane).

Infrared Absorption Spectrum (KBr), ν_(max) cm⁻¹ : 3282, 2919, 1644,1528, 1481, 1260, 757.

Nuclear Magnetic Resonance Spectrum (CDCl₃, 270 MHz), δ ppm: 0.8-1.9(15H, multiplet); 1.05 (6H, doublet, J=7 Hz); 2.5-2.9 (5H, multiplet);3.65-3.85 (1H, multiplet); 4.69 (1H, triplet, J=7 Hz); 7.0-7.5 (11H,multiplet).

EXAMPLE 42 N-[2-t-Butyl-5-(3-cyclohexyl-3-hydroxypropyl)phenyl]-2-(9H-xanthen-9-yl)acetamide (Compound No. 1-131)

Following a procedure similar to that described in Example 40, but usingN-[2-t-butyl-5-(3-cyclohexyl-3-t-butyldimethylsilyloxypropyl)phenyl]-2-(9H-xanthen-9-yl)acetamide(prepared by a procedure similar to that described in Preparation 11) asa starting material, in a relative amount similar to that used in thatExample, the title compound was obtained as a foam-like substance.

Infrared Absorption Spectrum (film), ν_(max) cm⁻¹ : 3400, 3270, 1653,1522, 1480, 1457, 1256, 758.

Nuclear Magnetic Resonance Spectrum (CDCl₃, 270 MHz), δ ppm: 0.90-1.89(13H, multiplet); 1.16 (9H, singlet); 2.30-2.87 (4H, multiplet);3.28-3.45 (1H, multiplet); 4.74 (1H, triplet, J=7 Hz); 6.95-7.42 (11H,multiplet).

EXAMPLE 43N-[2-t-Butyl-5-(6-cyclohexyl-3-hydroxyhexyl)phenyl]-2-(9H-xanthen-9-yl)acetamide(Compound No. 1-49)

Following a procedure similar to that described in Example 40, but usingN-[2-t-butyl-5-(6-cyclohexyl-3-t-butyldimethylsilyloxyhexyl)phenyl]-2-(9H-xanthen-9-yl)acetamide(prepared by a procedure similar to that described in Preparation 11) asa starting material, in a relative amount similar to that used in thatExample, the title compound was obtained as a foam-like substance.

Infrared Absorption Spectrum (film), ν_(max) cm⁻¹ : 3390, 3280, 1655,1522, 1480, 1459, 1256, 758.

Nuclear Magnetic Resonance Spectrum (CDCl₃, 270 MHz), δ ppm: 0.80-0.95(2H, multiplet); 1.10-1.82 (17H, multiplet); 1.16 (9H, singlet);2.30-2.82 (4H, multiplet); 3.50-3.69 (1H, multiplet); 4.74 (1H, triplet,J=7 Hz); 6.95-7.41 (11H, multiplet).

EXAMPLE 44N-[2-t-Butyl-5-(7-cyclohexyl-3-hydroxyheptyl)phenyl]-2-(9H-xanthen-9-yl)acetamide(Compound No. 1-73)

Following a procedure similar to that described in Example 40, but usingN-[2-t-butyl-5-(7-cyclohexyl-3-t-butyldimethylsilyloxyheptyl)phenyl]-2-(9H-xanthen-9-yl)acetamide(prepared by a procedure similar to that described in Preparation 11) asa starting material, in a relative amount similar to that used in thatExample, the title compound was obtained as a foam-like substance.

Infrared Absorption Spectrum (film), ν_(max) cm⁻¹ : 3390, 3270, 1653,1522, 1480, 1459, 1256, 758.

Nuclear Magnetic Resonance Spectrum (CDCl₃, 270 MHz), δ ppm: 0.77-0.93(2H, multiplet); 1.10-1.81 (19H, multiplet); 1.16 (9H, singlet);2.30-2.83 (4H, multiplet); 3.47-3.69 (1H, multiplet); 4.74 (1H, triplet,J=7 Hz); 6.95-7.42 (11H, multiplet).

EXAMPLE 45N-[2-t-Butyl-5-(6-cyclohexyl-4-hydroxyhexyl)phenyl]-2-(9H-xanthen-9-yl)acetamide(Compound No. 1-519)

Following a procedure similar to that described in Example 40, but usingN-[2-t-butyl-5-(6-cyclohexyl-4-t-butyldimethylsilyloxyhexyl)phenyl]-2-(9H-xanthen-9-yl)acetamide(prepared by a procedure similar to that described in Preparation 11) asa starting material, in a relative amount similar to that used in thatExample, the title compound was obtained as a foam-like substance.

Infrared Absorption Spectrum (CHCl₃), ν_(max) cm⁻¹ : 3450, 1659 (broad),1600, 1575, 1478, 1453.

Nuclear Magnetic Resonance Spectrum (CDCl₃, 270 MHz), δ ppm: 0.7-1.0(2H, multiplet); 1.0-1.9 (17H, multiplet); 1.17 (9H, singlet); 2.2-2.8(4H, multiplet); 3.5-3.7 (1H, multiplet); 4.76 (1H, triplet, J=7 Hz);6.9-7.5 (11H, multiplet).

EXAMPLE 46N-[2-t-Butyl-5-(5-cyclohexyl-5-hydroxypentyl)phenyl]-2-(9H-xanthen-9-yl)acetamide(Compound No. 1-577)

Following a procedure similar to that described in Example 40, but usingN-[2-t-butyl-5-(5-cyclohexyl-5-t-butyldimethylsilyloxypentyl)phenyl]-2-(9H-xanthen-9-yl)acetamide(prepared by a procedure similar to that described in Preparation 11) asa starting material, in a relative amount similar to that used in thatExample, the title compound was obtained as crystals, melting at147°-148° C. (after recrystallization from a mixture of methylenechloride and diisopropyl ether).

Infrared Absorption Spectrum (KBr), ν_(max) cm⁻¹ : 3336, 1657, 1519,1480, 1458, 1260, 761.

Nuclear Magnetic Resonance Spectrum (CDCl₃, 270 MHz), δ ppm: 0.93-1.86(17H, multiplet); 1.16 (9H, singlet); 2.27-2.35 (0.4H, multiplet); 2.45(0.4H, doublet, J=7 Hz); 2.60 (1.6H, triplet, J=7 Hz); 2.70 (1.6H,doublet, J=7 Hz); 3.32-3.41 (1H, multiplet); 4.74 (1H, triplet, J=7 Hz);6.93-7.41 (11H, multiplet).

EXAMPLE 47N-[2-t-Butyl-5-(4-cyclopentyl-3-hydroxybutyl)phenyl]-2-(9H-xanthen-9-yl)acetamide(Compound No. 1-747)

Following a procedure similar to that described in Example 40, but usingN-[2-t-butyl-5-(4-cyclopentyl-3-t-butyldimethylsilyloxybutyl)phenyl]-2-(9H-xanthen-9-yl)acetamide(prepared by a procedure similar to that described in Preparation 11) asa starting material, in a relative amount similar to that used in thatExample, the title compound was obtained as crystals, melting at142°-143° C. (after recrystallization from a mixture of ethyl acetateand hexane).

Infrared Absorption Spectrum (KBr), ν_(max) cm⁻¹ : 2951, 1654, 1529,1478, 1458, 1253, 760.

Nuclear Magnetic Resonance Spectrum (CDCl₃, 270 MHz), δ ppm: 1.0-1.3(2H, multiplet); 1.16 (9H, singlet); 1.3-2.0 (11H, multiplet); 2.2-2.9(4H, multiplet); 3.5-3.8 (1H, multiplet); 4.74 (1H, triplet, J=7 Hz);6.9-7.5 (11H, multiplet).

EXAMPLE 48N-[2-t-Butyl-5-(6-cyclopentyl-5-hydroxyhexyl)phenyl]-2-(9H-xanthen-9-yl)acetamide(Compound No. 1-839)

Following a procedure similar to that described in Example 40, but usingN-[2-t-butyl-5-(6-cyclopentyl-5-t-butyldimethylsilyloxyhexyl)phenyl]-2-(9H-xanthen-9-yl)acetamide(prepared by a procedure similar to that described in Preparation 11) asa starting material, in a relative amount similar to that used in thatExample, the title compound was obtained as crystals, melting at132°-133° C. (after recrystallization from a mixture of ethyl acetateand hexane).

Infrared Absorption Spectrum (KBr), ν_(max) cm⁻¹ : 2949, 1649, 1523,1479, 1458, 1258, 760.

Nuclear Magnetic Resonance Spectrum (CDCl₃, 270 MHz), δ ppm: 1.0-1.3(2H, multiplet); 1.17 (9H, singlet); 1.3-2.0 (15H, multiplet); 2.25-2.35(2/5H, multiplet); 2.45 (2/5H, doublet, J=7 Hz); 2.60 (8/5H, triplet,J=7 Hz); 2.69 (8/5H, doublet, J=7 Hz); 3.6-3.7 (1H, multiplet); 4.74(1H, triplet, J=7 Hz); 6.9-7.5 (11H, multiplet).

EXAMPLE 49N-[2-t-Butylthio-6-(3-hydroxy-3-phenylpropyl)phenyl]-2-(9H-xanthen-9-yl)acetamide(Compound No. 1-1442)

Following a procedure similar to that described in Example 40, but usingN-[2-t-butylthio-6-(3-t-butyldimethylsilyloxy-3-phenylpropyl)phenyl]-2-(9H-xanthen-9-yl)acetamide(prepared by a procedure similar to that described in Preparation 11) asa starting material, in a relative amount similar to that used in thatExample, the title compound was obtained as crystals, melting at145°-147° C. (after recrystallization from a mixture of ethyl acetateand hexane).

Infrared Absorption Spectrum (KBr), ν_(max) cm⁻¹ : 2959, 1662, 1481,1456, 1259, 762.

Nuclear Magnetic Resonance Spectrum (CDCl₃, 270 MHz), δ ppm: 1.13 (9H,singlet); 1.99 (2H, quartet, J=7 Hz); 2.60 (2H, triplet, J=7 Hz); 2.75(2H, doublet, J=7 Hz); 4.51 (1H, triplet, J=6 Hz); 4.70 (1H, triplet,J=7 Hz); 7.0-7.5 (16H, multiplet).

EXAMPLE 50N-[2-Methyl-6-(3-hydroxy-3-phenylpropyl)phenyl]-2-(9H-xanthen-9-yl)acetamide(Compound No. 1-1438)

Following a procedure similar to that described in Example 40, but usingN-[2-methyl-6-(3-t-butyldimethylsilyloxy-3-phenylpropyl)phenyl]-2-(9H-xanthen-9-yl)acetamide(prepared by a procedure similar to that described in Preparation 11) asa starting material, in a relative amount similar to that used in thatExample, the title compound was obtained as crystals, melting at193°-194° C. (after recrystallization from a mixture of methylenechloride, methanol and hexane).

Infrared Absorption Spectrum (KBr), ν_(max) cm⁻¹ : 3235, 1648, 1523,1479, 1458, 754.

Nuclear Magnetic Resonance Spectrum (CDCl₃, 60 MHz), δ ppm:

1.5-2.8 (6H, multiplet); 2.05 (3H, singlet); 4.2-4.5 (1H, multiplet);4.68 (1H, triplet, J=7 Hz); 6.9-7.6 (11H, multiplet).

EXAMPLE 51N-[2-Methyl-6-(3-oxo-3-phenylpropyl)phenyl]-2-(9H-xanthen-9-yl)acetamide(Compound No. 1-1437)

Following a procedure similar to that described in Example 13, but usingN-[2-methyl-6-(3-hydroxy-3-phenylpropyl)phenyl]-2-(9H-xanthen-9-yl)acetamide(prepared as described in Example 50) as a starting material, in arelative amount similar to that used in that Example, the title compoundwas obtained, melting at 175°-176° C. (after recrystallization from amixture of ethyl acetate and hexane).

Infrared Absorption Spectrum (KBr), ν_(max) cm⁻¹ : 3280, 1684, 1653,1480, 1457, 1259, 762.

Nuclear Magnetic Resonance Spectrum (CDCl₃, 60 MHz), δ ppm: 2.10 (3H,singlet); 2.62 (2H, triplet, J=7 Hz); 2.85 (2H, doublet, J=7 Hz); 3.23(2H, triplet, J=7 Hz); 4.75 (1H, triplet, J=7 Hz); 6.9-8.05 (16H,multiplet); 8.1-8.3 (1H, broad singlet).

EXAMPLE 52N-[2-Methyl-6-(3-hydroxybutyl)phenyl]-2-(9H-xanthen-9-yl)acetamide(Compound No. 1-1435)

Following a procedure similar to that described in Example 40, but usingN-[2-methyl-6-(3-t-butyldimethylsilyloxybutyl)phenyl]-2-(9H-xanthen-9-yl)acetamide(prepared by a procedure similar to that described in Preparation 11) asa starting material, in a relative amount similar to that used in thatExample, the title compound was obtained as crystals, melting at167°-168° C. (after recrystallization from a mixture of ethyl acetateand hexane).

Infrared Absorption Spectrum (KBr), ν_(max) cm⁻¹ : 3244, 1653, 1530,1481, 1457, 1260, 758.

Nuclear Magnetic Resonance Spectrum (CDCl₃, 60 MHz), δ ppm: 1.05 (3H,doublet, J=7 Hz); 1.4-1.9 (2H, multiplet); 2.06 (3H, singlet); 2.32 (2H,triplet, J=7 Hz); 2.70 (2H, doublet, J=7 Hz); 3.1-3.6 (1H, multiplet);4.68 (1H, triplet, J=7 Hz); 6.8-7.9 (11H, multiplet).

EXAMPLE 53N-[2-Methyl-6-(3-oxobutyl)phenyl]-2-(9H-xanthen-9-yl)acetamide (CompoundNo. 1-1436)

Following a procedure similar to that described in Example 13, but usingN-[2-methyl-6-(3-hydroxybutyl)phenyl]-2-(9H-xanthen-9-yl)acetamide(prepared as described in Example 52) as a starting material, in arelative amount similar to that used in that Example, the title compoundwas obtained as crystals, melting at 179°-180° C. (afterrecrystallization from a mixture of ethyl acetate and hexane).

Infrared Absorption Spectrum (KBr), ν_(max) cm⁻¹ : 3281, 1711, 1648,1480, 1260, 754.

Nuclear Magnetic Resonance Spectrum (CDCl₃, 60 MHz), δ ppm: 1.95 (3H,singlet); 2.03 (3H, singlet); 2.1-2.9 (4H, multiplet); 2.75 (2H,doublet, J=7 Hz); 4.68 (1H, triplet, J=7 Hz); 6.75-7.5 (11H, multiplet);8.0-8.3 (1H, broad singlet).

EXAMPLE 541-{4-t-Butyl-3-[2-(9H-xanthen-9-yl)acetamido]phenyl}-6-phenylhexylhydrogen succinate (Compound No. 1-1337)

1 ml of a pyridine solution containing 276 mg (0.504 mmol) ofN-[2-t-butyl-5-(6-phenyl-1-hydroxyhexyl)-phenyl-2-(9H-xanthen-9-yl)acetamide(prepared as described in Example 16), 58 mg (0.58 mmol) of succinicanhydride and 64 mg (0.52 retool) of 4-(N,N-dimethylamino)pyridine wasstirred for 1 hour at 100° C. At the end of this time, the reactionsolution was diluted with ethyl acetate, washed with 2N aqueoushydrochloric acid once, with water twice and with a saturated aqueoussolution of sodium chloride once. The solvent was then removed bydistillation under reduced pressure. The resulting residue was subjectedto silica gel column chromatography. Elution with a 9:1 by volumemixture of methylene chloride and methanol afforded 294 mg (yield 90%)of the title compound as a foam-like substance.

Infrared Absorption Spectrum (liquid film), ν_(max) cm⁻¹ : 3260, 1734,1715, 1651, 1480, 1459, 1254, 760.

Nuclear Magnetic Resonance Spectrum (CDCl₃, 270 MHz), δ ppm: 1.10-1.44(4H, multiplet); 1.16 (9H, singlet); 1.53-1.98 (4H, multiplet);2.38-2.80 (8H, multiplet); 4.74 (1H, triplet, J=7 Hz); 5.67 (1H,triplet, J=7 Hz); 7.04-7.51 (16H, multiplet).

EXAMPLE 551-{4-t-Butyl-3-[2-(9H-xanthen-9-yl)acetamido]phenyl}-6-phenylhexylsodium succinate (Compound No. 1-1336)

4 ml of a methanolic solution containing 165 mg (0.255 mmol) of1-{4-t-butyl-3-[2-(9H-xanthen-9-yl)acetamido]phenyl}-6-phenylhexylhydrogen succinate (prepared as described in Example 54) were cooled inan ice bath, and then 2.42 ml (0.242 mmol) of a 0.1N aqueous solution ofsodium hydroxide was added dropwise. The reaction solution was condensedby evaporation under reduced pressure, whilst keeping its temperaturebelow 15° C. 20 ml of toluene were added to the residue, and thensufficient ethanol was added until the solution became homogenous. Thesolvent was then was removed by distillation under reduced pressure. Inorder to remove any remaining water, toluene was added to the residueand the mixture was distilled again. This procedure was repeated severaltimes, and gave 170 mg (a quantitative yield) of the title compound as afoam-like substance.

Nuclear Magnetic Resonance Spectrum (CDCl₃, 270 MHz), δ ppm: 1.03-1.80(8H, multiplet); 1.06 (9H, multiplet); 2.10-2.59 (7.2H, multiplet);2.80-2.98 (0.8H, multiplet); 4.61 (0.8H, triplet, J=7 Hz); 4.60-4.70(0.2H, multiplet); 5.27-5.33 (0.2H, multiplet); 5.53 (0.8H, triplet, J=7Hz); 6.85-7.32 (16H, multiplet).

EXAMPLE 561-(2-{4-t-Butyl-3-[2-(9H-xanthen-9-yl)acetamido]phenyl}ethyl)-2-cyclohexylethylhydrogen succinate (Compound No. 1-1109)

5 ml of a xylene solution containing 74 mg (0.14 mmol) ofN-[2-t-butyl-5-(4-cyclohexyl-3-hydroxybutyl)phenyl]-2-(9H-xanthen-9-yl)acetamide(prepared as described in Example 12), 15 mg (0.15 mmol) of succinicanhydride, 18 mg (0.15 mmol) of 4-(N,N-dimethylamino)pyridine and 112 mg(1.41 mmol) of pyridine were stirred for 9 hours at 125° C. At the endof this time, the reaction mixture was allowed to return to roomtemperature. The reaction solution was then diluted with diethyl ether,and washed with dilute aqueous hydrochloric acid and then with water.The solvent was then removed by distillation under reduced pressure. Theresulting residue was subjected to column chromatography through 20 g ofsilica gel. Elution using a gradient elution method, with mixtures ofmethylene chloride and methanol in ratios ranging from 100:5 to 10:1 byvolume as the eluent, afforded 73 mg (yield 84%) of the title compoundas a foam-like substance.

Infrared Absorption Spectrum (CHCl₃), ν_(max) cm⁻¹ : 1722, 1671, 1479,1458, 1250.

Nuclear Magnetic Resonance Spectrum (CDCl₃, 270 MHz), δ ppm: 0.75-2.00(15H, multiplet); 1.14 (9H, singlet); 2.19-2.80 (8H, multiplet); 4.72(1H, triplet, J=7 Hz); 4.92-5.20 (1H, multiplet); 6.8714 7.47 (11H,multiplet).

EXAMPLE 571-(2-{4-t-Butyl-3-[2-(9H-xanthen-9-yl)acetamido]phenyl}ethyl)-2-cyclohexylethylsodium succinate (Compound No. 1-1102)

Following a procedure similar to that described in Example 55, but using1-(2-{4-t-butyl-3-[2-(9H-xanthen-9-yl)acetamido]phenyl}ethyl)-2-cyclohexylethylhydrogen succinate (prepared as described in Example 56) as a startingmaterial, in a relative amount similar to that used in that Example, thetitle compound was obtained as a foam-like substance.

Infrared Absorption Spectrum (KBr), ν_(max) cm⁻¹ : 1720, 1655, 1578,1524, 1480, 1459, 1414, 1255, 758.

Nuclear Magnetic Resonance Spectrum (CDCl₃, 270 MHz), δ ppm: 0.68-1.86(15H, multiplet); 1.09 (9H, singlet); 2.14-2.74 (8H, multiplet); 4.70(1H, triplet, J=7 Hz); 4.73-5.05 (1H, multiplet); 6.79-7.43 (11H,multiplet).

EXAMPLE 581-(2-{4-t-Butyl-3-[2-(9H-xanthen-9-yl)acetamido]phenyl}ethyl)-3-cyclohexylpropylhydrogen succinate (Compound No. 1-1118)

Following a procedure similar to that described in Example 56, but usingN-[2-t-butyl-5-(5-cyclohexyl-3-hydroxypentyl)phenyl]-2-(9H-xanthen-9-yl)acetamide(prepared as described in Example 26) as a starting material, in arelative amount similar to that used in that Example, the title compoundwas obtained as a foam-like substance.

Infrared Absorption Spectrum (CHCl₃), ν_(max) cm⁻¹ : 1728, 1672, 1479,1457, 1418.

Nuclear Magnetic Resonance Spectrum (CDCl₃, 270 MHz), δ ppm: 0.7-1.0(2H, multiplet); 1.0-2.0 (15H, multiplet); 1.15 (9H, singlet); 2.3-2.8(8H, multiplet); 4.73 (1H, triplet, J=7 Hz); 4.9-5.0 (1H, multiplet);6.9-7.5 (11H, multiplet).

EXAMPLE 591-(2-{4-t-Butyl-3-[2-(9H-xanthen-9-yl)acetamido]phenyl}ethyl)-3-cyclohexylpropylsodium succinate (Compound No. 1-1111)

Following a procedure similar to that described in Example 55, but using1-(2-{4-t-butyl-3-[2-(9H-xanthen-9-yl)acetamido]phenyl}ethyl)-3-cyclohexylpropylhydrogen succinate (prepared as described in Example 58) as a startingmaterial, in a relative amount similar to that used in that Example, thetitle compound was obtained as a foam-like substance.

Infrared Absorption Spectrum (CHCl₃), ν_(max) cm⁻¹ : 3100-3500 (broad),1716, 1672, 1573, 1455, 1412.

Nuclear Magnetic Resonance Spectrum (CDCl₃, 270 MHz), δ ppm: 0.65-0.9(2H, multiplet); 0.9-1.85 (15H, multiplet); 1.10 (9H, singlet); 2.0-2.75(8H, multiplet); 4.69 (1H, triplet, J=7 Hz); 4.8-4.9 (1H, multiplet);6.9-7.4 (11H, multiplet).

EXAMPLE 601-(2-{4-t-Butyl-3-[2-(9H-xanthen-9-yl)acetamido]phenyl}ethyl)-2-cyclopentylethylhydrogen succinate (Compound No. 1-1183)

Following a procedure similar to that described in Example 56, but usingN-[2-t-butyl-5-(4-cyclopentyl-3-hydroxybutyl)phenyl]-2-(9H-xanthen-9-yl)acetamide(prepared as described in Preparation 47) as a starting material, in arelative amount similar to that used in that Example, the title compoundwas obtained as a foam-like substance.

Infrared Absorption Spectrum (CHCl₃), ν_(max) cm⁻¹ : 1725, 1671, 1478,1456, 1417.

Nuclear Magnetic Resonance Spectrum (CDCl₃, 270 MHz), δ ppm: 0.9-1.2(2H, multiplet); 1.14 (9H, singlet); 1.3-2.0 (11H, multiplet); 2.0-3.8(8H, multiplet); 4.72 (1H, triplet, J=7 Hz); 5.0-5.15 (1H, multiplet);6.9-7.5 (11H, multiplet).

EXAMPLE 611-(2-{4-t-Butyl-3-[2-(9H-xanthen-9-yl)acetamido]phenyl}ethyl)-2-cyclopentylethylsodium succinate (Compound No. 1-1176)

Following a procedure similar to that described in Example 55, but using1-(2-{4-t-butyl-3-[2-(9H-xanthen-9-yl)acetamido]phenyl}ethyl)-2-cyclopentylethylhydrogen succinate (prepared as described in Example 60) as a startingmaterial, in a relative amount similar to that used in that Example, thetitle compound was obtained as a powder.

Infrared Absorption Spectrum (CHCl₃), ν_(max) cm⁻¹ : 3100-3500 (broad),1711, 1672, 1576, 1478, 1454.

Nuclear Magnetic Resonance Spectrum (CDCl₃, 270 MHz), δ ppm: 0.9-1.15(2H, multiplet); 1.09 (9H, singlet); 1.3-1.8 (11H, multiplet); 2.2-3.15(8H, multiplet); 4.68 (1H, triplet, J=7 Hz); 4.7-5.0 (1H, multiplet);6.8-7.4 (11H, multiplet).

EXAMPLE 62N-{5-[3-(1-Imidazolyl)propoxy]-2-methylthiophenyl}-2-(9H-xanthen-9-yl)acetamide(Compound No. 1-1479)

Following a procedure similar to that described in Example 1, but usingN-[5-(3-hydroxypropoxy)-2-methylthiophenyl]-2-(9H-xanthen-9-yl)acetamide(prepared as described in Preparation 54) as a starting material, in arelative amount similar to that used in that Example, the title compoundwas obtained as crystals, melting at 127°-129° C. (afterrecrystallization from a mixture of ethyl acetate and hexane).

Infrared Absorption Spectrum (KBr), ν_(max) cm⁻¹ : 3297, 1658, 1576,1480, 1456, 1257, 756.

Nuclear Magnetic Resonance Spectrum (CDCl₃, 60 MHz), δ ppm: 1.95 (3H,singlet); 2.0-2.5 (2H, multiplet); 2.75 (2H, doublet, J=7 Hz); 3.95 (2H,triplet, J=5 Hz); 4.18 (2H, triplet, J=6 Hz); 4.70 (1H, triplet, J=7Hz); 6.51 (0.6H, doublet, J=2 Hz); 6.65 (0.4H, doublet, J=2 Hz); 7.6-7.9(11H, multiplet); 8.0-8.4 (2H, multiplet).

EXAMPLE 63N-{5-[3-(1-Imidazolyl)propoxy]-2-methylthiophenyl}-2-(9H-xanthen-9-yl)acetamidehydrochloride (Compound No. 1-1478)

Following a procedure similar to that described in Example 2, but usingN-{5-[3-(1-imidazolyl)propoxy]-2-methylthiophenyl}-2-(9H-xanthen-9-yl)acetamide(prepared as described in Example 62) as a starting material, in arelative amount similar to that used in that Example, the title compoundwas obtained as crystals, melting at 155°-159° C. (afterrecrystallization from a mixture of methanol and diethyl ether).

Infrared Absorption Spectrum (KBr), ν_(max) cm⁻¹ : 3262, 2921, 1658,1574, 1482, 1259, 751.

Nuclear Magnetic Resonance Spectrum (CDCl₃, 270 MHz), δ ppm: 1.98 (3H,singlet); 2.3-2.6 (2H, broad singlet); 2.75 (2H, doublet, J=7 Hz);4.0-4.2 (2H, broad singlet); 4.5-4.8 (3H, multiplet); 6.55 (1H, broadsinglet); 7.0-7.5 (11H, multiplet); 8.11 (1H, broad singlet); 8.22 (1H,broad singlet); 9.60 (1H, broad singlet).

EXAMPLE 64N-[2-t-Butyl-5-(5-cycloheptyl-3-oxopentyl)phenyl]-2-(9H-xanthen-9-yl)acetamide(Compound No. 1-1271)

Following a procedure similar to that described in Example 21, but using2-t-butyl-5-[5-cycloheptyl-3-oxopentyl)aniline (prepared as described inPreparation 6) as a starting material, in a relative amount similar tothat used in that Example, the title compound was obtained as crystals,melting at 136°-1370° C. (after recrystallization from a mixture ofmethylene chloride, diethyl ether and hexane).

Infrared Absorption Spectrum (KBr), ν_(max) cm⁻¹ : 1701, 1665, 1520,1480, 1458, 1300.

Nuclear Magnetic Resonance Spectrum (CDCl₃, 270 MHz), δ ppm: 1.06-1.73(15H, multiplet); 1.16 (9H, singlet); 2.38-2.59 (8H, multiplet); 4.74(1H, triplet, J=7 Hz); 6.91-7.44 (11H, multiplet).

EXAMPLE 65N-[2-t-Butyl-5-(5-cycloheptyl-3-hydroxypentyl)phenyl]-2-(9H-xanthen-9-yl)acetamide(Compound No. 1-959)

Following a procedure similar to that described in Example 22, but usingN-[2-t-butyl-5-(5-cycloheptyl-3-oxopentyl)phenyl]-2-(9H-xanthen-9-yl)acetamide(prepared as described in Example 64) as a starting material, in arelative amount similar to that used in that Example, the title compoundwas obtained as crystals, melting at 146°-147° C. (afterrecrystallization from a mixture of diethyl ether and hexane).

Infrared Absorption Spectrum (KBr), ν_(max) cm⁻¹ : 3380, 1659, 1518,1480, 1459, 1260, 760.

Nuclear Magnetic Resonance Spectrum (CDCl₃, 270 MHz), δ ppm: 1.09-1.86(19H, multiplet); 1.16 (9H, singlet); 2.30-2.85 (4H, multiplet);3.46-3.67 (1H, multiplet); 4.74 (1H, triplet, J=7 Hz); 6.95-7.42 (11H,multiplet).

EXAMPLE 661-(2-{4-t-Butyl-3-[2-(9H-xanthen-9-yl)acetamido]phenyl}ethyl)-2-cycloheptylethylhydrogen succinate (Compound No. 1-1221)

Following a procedure similar to that described in Example 56, but usingN-[2-t-butyl-5-(4-cycloheptyl-3-hydroxybutyl)phenyl]-2-(9H-xanthen-9-yl)acetamide(prepared as described in Example 39) as a starting material, in arelative amount similar to that used in that Example, the title compoundwas obtained as a foam-like substance.

Infrared Absorption Spectrum (CHCl₃), ν_(max) cm⁻¹ : 1726, 1670, 1575,1478, 1458.

Nuclear Magnetic Resonance Spectrum (CDCl₃, 270 MHz), δ ppm: 1.05-2.0(17H, multiplet); 1.14 (9H, singlet); 2.2-2.8 (8H, multiplet); 4.73 (1H,triplet, J=7 Hz); 4.9-5.2 (1H, multiplet); 6.9-7.5 (11H, multiplet).

EXAMPLE 671-(2-{4-t-Butyl-3-[2-(9H-xanthen-9-yl)acetamido]phenyl]ethyl]-2-cycloheptylethylsodium succinate (Compound No. 1-1220)

Following a procedure similar to that described in Example 55, but using1-(2-{4-t-butyl-3-[2-(9H-xanthen-9-yl)acetamido]phenyl}ethyl)-2-cycloheptylethylhydrogen succinate (prepared as described in Example 66) as a startingmaterial, in a relative amount similar to that used in that Example, thetitle compound was obtained as a foam-like substance.

Infrared Absorption Spectrum (CHCl₃), ν_(max) cm⁻¹ : 3100-3500 (broad),1711, 1674, 1652, 1576, 1480, 1457.

Nuclear Magnetic Resonance Spectrum (CDCl₃, 270 MHz), δ ppm: 1.0-1.9(17H, multiplet); 1.09 (9H, singlet); 2.2-2.7 (8H, multiplet); 4.70 (1H,triplet, J=7 Hz); 4.70-5.0 (1H, multiplet); 6.8-7.5 (11H, multiplet).

EXAMPLE 68N-[2-Ethyl-6-(3-oxo-6-phenyl-1-hexenyl)phenyl]-2-(9H-xanthen-9-yl)acetamide(Compound No. 1-1447)

49 mg (1.13 mmol) of sodium hydride (as a 55% w/w suspension in mineraloil) were washed twice, each time with hexane, and were suspended in 6ml of dimethylformamide. 2 ml of a dimethylformamide solution Containing289 m9 (0.97 mmol) of 5-diethoxyphosphoryl-1-(4-oxopentyl)benzene wereadded to the suspension, whilst ice-cooling. The reaction mixture wasthen immediately allowed to return to room temperature, after which itwas stirred for 30 minutes. 300 mg (0.808 mmol) ofN-(2-ethyl-6-formylphenyl)-2-(9H-xanthen-9-yl)acetamide were then addedto the reaction mixture, once again whilst ice-cooling. The mixture wasthen stirred for 1 hour at the ice-cooling temperature and then for 3hours at room temperature. At the end of this time, the reactionsolution was poured into ice-water and extracted with diethyl ether. Theorganic extract was washed with water. The solvent was removed bydistillation under reduced pressure, and the resulting residue wasrecrystallized from a mixture of methylene chloride and diethyl ether,to give 220 mg (yield 53%) of the title compound as crystals, melting at168°-170° C.

Infrared Absorption Spectrum (KBr), ν_(max) cm⁻¹ : 3287, 1651, 1518,1480, 1459, 1260.

Nuclear Magnetic Resonance Spectrum (CDCl₃, 270 MHz), δ ppm: 0.92 (1/2H,triplet, J=7 Hz); 1.02 (5/2H, triplet, J=7 Hz); 1.98 (2H, quintet, J=7Hz); 2.15 (1/3H, doublet, J=7 Hz); 2.23 (2H, quartet, J=7 Hz); 2.56 (2H,triplet, J=7 Hz); 2.66 (2H, triplet, J=7 Hz); 2.77 (5/3H, doublet, J=7Hz); 4.70 (1H, triplet, J=7 Hz); 6.5-6.7 (2H, multiplet); 6.9-7.5 (16H,multiplet).

EXAMPLE 693-[4-t-Butyl-3-[2-(9H-xanthen-9-yl)acetamido]phenyl]-1-cyclohexylpropylhydrogen succinate Compound No. 1-1100)

Following a procedure similar to that described in Example 56, but usingN-[2-t-butyl-5-(3-cyclohexyl-3-hydroxypropyl)phenyl]-2-(9H-xanthen-9-yl)acetamide(prepared as described in Example 42) as a starting material, in arelative amount similar to that used in that Example, the title compoundwas obtained as a foam-like material.

Infrared Absorption Spectrum (KBr) νmax cm-1: 2930, 1732, 1713, 1481,1458, 1254, 761.

EXAMPLE 70 Sodium3-{4-t-butyl-3-[2-(9H-xanthen-9-yl)acetamido]phenyl}-1-cyclohexylpropylsuccinate (Compound No. 1-1093)

Following a procedure similar to that described in Example 55, but using3-{4-t-butyl-3-[2-(9H-xanthen-9-yl)acetamido]phenyl}-1-cyclohexylpropylhydrogen succinate (prepared as described in Example 69) as a startingmaterial, in a relative amount similar to that used in that Example, andusing ethylene glycol dimethyl ether as the solvent, the title compoundwas obtained as a foam-like material.

Infrared Absorption Spectrum (KBr) νmax cm-1: 2929, 1726, 1657, 1578,1481, 1457, 1255, 759.

EXAMPLE 711-(2-{4-t-Butyl-3-[2-(9H-xanthen-9-yl)acetamido]phenyl}ethyl)-5-cyclohexylpentylhydrogen succinate (Compound No. 1-1136)

Following a procedure similar to that described in Example 56, but usingN-[2-t-butyl-5-(7-cyclohexyl-3-hydroxyheptyl)phenyl]-2-(9H-xanthen-9-yl)acetamide(prepared as described in Example 44) as a starting material, in arelative amount similar to that used in that Example, the title compoundwas obtained as a foam-like material.

Infrared Absorption Spectrum (KBr) νmax cm-1: 2923, 1733, 1713, 1481,1458, 1253, 760.

EXAMPLE 72 Sodium1-(2-{4-t-butyl-3-[2-(9H-xanthen-9-yl)acetamido]phenyl}ethyl)-5-cyclohexylpentyl succinate (Compound No. 1-1129)

Following a procedure similar to that described in Example 70, but using1-(2-{4-t-butyl-3-[2-(9H-xanthen-9-yl)acetamido]phenyl}ethyl)-5-cyclohexylpentylhydrogen succinate (prepared as described in Example 71) as a startingmaterial, in a relative amount similar to that used in that Example, thetitle compound was obtained as a foam-like material.

Infrared Absorption Spectrum (KBr) νmax cm-1: 2923, 1726, 1656, 1578,1524, 1481, 1458, 1415, 1364, 1300, 1255, 759.

EXAMPLE 731-{4-t-Butyl-3-[2-(9H-xanthen-9-yl)acetamido]phenyl}-2-cyclohexylethylhydrogen succinate (Compound No. 1-1022)

Following a procedure similar to that described in Example 56, but usingN-[2-t-butyl-5-(2-cyclohexyl-1-hydroxyethyl)phenyl]-2-(9H-xanthen-9-yl)acetamide(prepared as described in Example 14) as a starting material, in arelative amount similar to that used in that Example, the title compoundwas obtained as a foam-like material.

Infrared Absorption Spectrum (KBr) νmax cm-1: 2924, 1736, 1714, 1481,1458, 1255, 761.

EXAMPLE 74 Sodium1-{4-t-butyl-3-[2-(9H-xanthen-9-yl)acetamido]phenyl}-2-cyclohexylethylsuccinate (Compound No. 1-1023)

Following a procedure similar to that described in Example 70, but using1-{4-t-butyl-3-[2-(9H-xanthen-9-yl)acetamido]phenyl}-2-cyclohexylethylhydrogen succinate (prepared as described in Example 73) as a startingmaterial, in a relative amount similar to that used in that Example, thetitle compound was obtained as a foam-like material.

Infrared Absorption Spectrum (KBr) νmax cm-1: 2923, 1728, 1658, 1578,1481, 1458, 1256, 758.

EXAMPLE 751-{4-t-Butyl-3-[2-(9H-xanthen-9-yl)acetamido]phenyl}-3-cyclohexylpropylhydrogen succinate (Compound No. 1-2865)

Following a procedure similar to that described in Example 56, but usingN-[2-t-butyl-5-(3-cyclohexyl-1-hydroxypropyl)phenyl]-2-(9H-xanthen-9-yl)acetamide(prepared as described in Example 99) as a starting material, in arelative amount similar to that used in that Example, the title compoundwas obtained as a foam-like material.

Infrared Absorption Spectrum (KBr) νmax cm-1: 2923, 1736, 1714, 1481,1458, 1255, 759.

EXAMPLE 76 Sodium1-{4-t-butyl-3-[2-(9H-xanthen-9-yl)acetamido]phenyl}-3-cyclohexylpropylsuccinate (Compound No. 1-1026)

Following a procedure similar to that described in Example 70, but using1-{4-t-butyl-3-[2-(9H-xanthen-9-yl)acetamido]phenyl}-3-cyclohexylpropylhydrogen succinate (prepared as described in Example 75) as a startingmaterial, in a relative amount similar to that used in that Example, thetitle compound was obtained as a foam-like material.

Infrared Absorption Spectrum (KBr) νmax cm-1: 2923, 1728, 1658, 1578,1481, 1458, 1255, 758.

EXAMPLE 771-{4-t-Butyl-3-[2-(9H-xanthen-9-yl)acetamido]phenyl}-6-cyclohexylhexylhydrogen succinate (Compound No. 1-1053)

Following a procedure similar to that described in Example 56, but usingN-[2-t-butyl-5-(6-cyclohexyl-1-hydroxyhexyl)phenyl]-2-(9H-xanthen-9-yl)acetamide(prepared as described in Example 18) as a starting material, in arelative amount similar to that used in that Example, the title compoundwas obtained as a foam-like material.

Infrared Absorption Spectrum (KBr) νmax cm-1: 2923, 2852, 1736, 1713,1652, 1480, 1458, 1254, 1165, 759.

EXAMPLE 78 Sodium1-{4-t-butyl-3-[2-(9H-xanthen-9-yl)acetamido]phenyl}-6-cyclohexylhexylsuccinate (Compound No. 1-1046)

Following a procedure similar to that described in Example 70, but using1-{4-t-butyl-3-[2-(9H-xanthen-9-yl)acetamido]phenyl}-6-cyclohexylhexylhydrogen succinate (prepared as described in Preparation 77) as astarting material, in a relative amount similar to that used in thatExample, the title compound was obtained as a foam-like material.

Infrared Absorption Spectrum (KBr) νmax cm-1: 2923, 2852, 1728, 1656,1577, 1480, 1458, 1416, 1255, 757.

EXAMPLE 79(R)-1-(2-{4-t-Butyl-3-[2-(9H-xanthen-9-yl)acetamido]phenyl}ethyl)-2-cyclohexylethylhydrogen succinate (Compound No. 1-1109)

A solution of 337 mg (0.471 mmol) of(R)-1-(2-{4-t-butyl-3-[2-(9H-xanthen-9-yl)acetamido]phenyl}ethyl)-2-cyclohexylethylbenzyl succinate (prepared as described in Preparation 25) in 10 ml ofethyl acetate was vigorously stirred in a stream of hydrogen in thepresence of 173 mg of 10% w/w palladium-on-charcoal. The reactionmixture was then filtered, and the catalyst was washed with ethylacetate. The filtrate and the washings were combined, and the solventwas removed by distillation under reduced pressure. The residue waspurified by column chromatography through 15 g of silica gel, using a1:19 by volume mixture of methanol and methylene chloride as the eluent,to give the title compound as a foam-like material.

[α]_(D) ²² =-5.3° (c=1.16, CHCl₃).

EXAMPLE 80 Sodium(R)-1-(2-{4-t-butyl-3-[2-(9H-xanthen-9-yl)acetamido]phenyl}ethyl)-2-cyclohexylethylsuccinate (Compound No. 1-1102)

Following a procedure similar to that described in Example 70, but using(R)-1-(2-{4-t-butyl-3-[2-(9H-xanthen-9-yl)acetamido]phenyl}ethyl)-2-cyclohexylethylhydrogen succinate (prepared as described in Example 79) as a startingmaterial, in a relative amount similar to that used in that Example, thetitle compound was obtained as a foam-like material.

Infrared Absorption Spectrum (KBr) νmax cm-1: 1721, 1655, 1576, 1526,1482, 1459, 1416, 1256, 760.

[α]_(D) ²⁶ =-6.1° (c=1.05, methanol).

EXAMPLE 81(S)-1-(2-{4-t-Butyl-3-[2-(9H-xanthen-9-yl)acetamido]phenyl}ethyl)-2-cyclohexylethylhydrogen succinate (Compound No. 1-1109)

Following a procedure similar to that described in Example 54, but using(S)-N-[2-t-butyl-5-(4-cyclohexyl-3-hydroxybutyl)phenyl]-2-(9H-xanthen-9-yl)acetamide(prepared as described in Example 102) as a starting material, in arelative amount similar to that used in that Example, the title compoundwas obtained as a foam-like material.

[α]_(D) ²³ =+4.9° (c=1.14, CHCl₃).

EXAMPLE 82 Sodium (S)-1-(2-{4-t-butyl-3-[2-(9H-xanthen-9-yl)acetamido]phenyl}ethyl)-2-cyclohexylethylsuccinate (Compound No. 1-1102)

Following a procedure similar to that described in Example 70, but using(S)-1-(2-{4-t-butyl-3-[2-(9H-xanthen-9-yl)acetamido]phenyl}ethyl)-2-cyclohexylethylhydrogen succinate (prepared as described in Example 81) as a startingmaterial, in a relative amount similar to that used in that Example, thetitle compound was obtained as a foam-like material.

Infrared Absorption Spectrum (KBr) νmax cm-1: 1721, 1655, 1578, 1524,1482, 1459, 1416, 1256, 760.

[α]_(D) ²⁶ =+5.4° (c=1.10, methanol).

EXAMPLE 831-(2-{4-t-Butyl-3-[2-(9H-xanthen-9-yl)acetamido]phenyl}ethyl)-4-cyclohexylbutylhydrogen succinate (Compound No. 1-1127)

Following a procedure similar to that described in Example 56, but usingN-[2-t-butyl-5-(6-cyclohexyl-3-hydroxyhexyl)phenyl]-2-(9H-xanthen-9-yl)acetamide(prepared as described in Example 43) as a starting material, in arelative amount similar to that used in that Example, the title compoundwas obtained as a foam-like material.

Infrared Absorption Spectrum (KBr) νmax cm-1: 2923, 1733, 1713, 1481,1458, 1254, 760.

EXAMPLE 84 Sodium1-(2-{4-t-butyl-3-[2-(9H-xanthen-9-yl)acetamido]phenyl}ethyl)-4-cyclohexylbutylsuccinate (Compound No. 1-1120)

Following a procedure similar to that described in Example 70, but using1-(2-{4-t-butyl-3-[2-(9H-xanthen-9-yl)acetamido]phenyl}ethyl)-4-cyclohexylbutylhydrogen succinate (prepared as described in Example 83) as a startingmaterial, in a relative amount similar to that used in that Example, thetitle compound was obtained as a foam-like material.

Infrared Absorption Spectrum (KBr) νmax cm-1: 2923, 1727, 1656, 1578,1481, 1458, 1255, 759.

EXAMPLE 853-{4-t-Butyl-3-[2-(9H-xanthen-9-yl)acetamido]phenyl}-1-(cyclohexyloxymethyl)propylhydrogen succinate (compound No. 1-2441)

Following a procedure similar to that described in Example 56, but usingN-[2-t-butyl-5-(4-cyclohexyloxy-3-hydroxybutyl)phenyl]-2-(9H-xanthen-9-yl)acetamide(prepared as described in Example 215) as a starting material, in arelative amount similar to that used in that Example, the title compoundwas obtained as a foam-like material.

Infrared Absorption Spectrum (KBr) νmax cm-1: 2933, 1736, 1481, 1458,1254, 761.

EXAMPLE 86 Sodium3-{4-t-Butyl-3-[2-(9H-xanthen-9-yl)acetamido]phenyl}-1-[(cyclohexyloxy)methyl]propylsuccinate (Compound No. 1-2657)

Following a procedure similar to that described in Example 70, but using3-{4-t-butyl-3-[2-(9H-xanthen-9-yl)acetamido]phenyl}-1-(cyclohexyloxymethyl)propylhydrogen succinate (prepared as described in Example 85) as a startingmaterial, in a relative amount similar to that used in that Example, thetitle compound was obtained as a foam-like material.

Infrared Absorption Spectrum (KBr) νmax cm-1: 2932, 1728, 1656, 1578,1481, 1458, 1256, 760.

EXAMPLE 87(S)-1-(2-{4-t-Butyl-3-[2-(9H-xanthen-9-yl)acetamido]phenyl}ethyl)-3-cyclohexylpropylhydrogen succinate

(Compound No. 1-1118)

Following a procedure similar to that described in Example 56, but using(S)-N-[2-t-butyl-5-(5-cyclohexyl-3-hydroxypentyl)phenyl]-2-(9H-xanthen-9-yl)acetamide(prepared as described in Example 114) as a starting material, in arelative amount similar to that used in that Example, the title compoundwas obtained as a foam-like material.

Infrared Absorption Spectrum (KBr) νmax cm-1: 2923, 2851, 1733, 1713,1652, 1480, 1458, 1414, 1253, 760.

EXAMPLE 88 Sodium (S)-1-(2-{4-t-Butyl-3-[2-(9H-xanthen-9-yl)acetamido]phenyl}ethyl)-3-cyclohexylpropylsuccinate (Compound No. 1-1111)

Following a procedure similar to that described in Example 70, but using(S)-1-(2-{4-t-butyl-3-[2-(9H-xanthen-9-yl)acetamido]phenyl}ethyl)-3-cyclohexylpropylhydrogen succinate (prepared as described in Example 87) as a startingmaterial, in a relative amount similar to that used in that Example, thetitle compound was obtained as a foam-like material.

Infrared Absorption Spectrum (KBr) νmax cm-1: 2923, 2851, 1726, 1656,1577, 1480, 1458, 1414, 1254, 759.

[α]_(D) ²² =-6.79° (c=3.80, CHCl₃).

EXAMPLE 89(R)-1-(2-{4-t-Butyl-3-[2-(9H-xanthen-9-yl)acetamido]phenyl}ethyl)-3-cyclohexylpropylhydrogen succinate (Compound No. 1-1118)

Following a procedure similar to that described in Example 56, but using(R)-N-[2-t-butyl-5-(5-cyclohexyl-3-hydroxypentyl)phenyl]-2-(9H-xanthen-9-yl)acetamide(prepared as described in Example 115) as a starting material, in arelative amount similar to that used in that Example, the title compoundwas obtained as a foam-like material.

Infrared Absorption Spectrum (KBr) νmax cm-1: 2923, 2851, 1733, 1713,1652, 1480, 1458, 1414, 1253, 760.

EXAMPLE 90 Sodium (R)-1-(2-{4-t-Butyl-3-[2-(9H-xanthen-9-yl)acetamido]phenyl}ethyl)-3-cyclohexylpropylsuccinate (Compound No. 1-1111)

Following a procedure similar to that described in Example 70, but using(R)-1-(2-{4-t-butyl-3-[2-(9H-xanthen-9-yl)acetamido]phenyl}ethyl)-3-cyclohexylpropylhydrogen succinate (prepared as described in Example 89) as a startingmaterial, in a relative amount similar to that used in that Example, thetitle compound was obtained as a foam-like material.

Infrared Absorption Spectrum (KBr) νmax cm-1: 2923, 2851, 1726, 1656,1577, 1480, 1458, 1414, 1254, 759.

[α]_(D) ²² =+6.71° (c=3.80, CHCl₃).

EXAMPLE 911-(2-{3-Isopropyl-2-[2-(9H-xanthen-9-yl)acetamido]phenyl}ethyl)-4-cyclohexylbutylhydrogen succinate (Compound No. 1-2866)

Following a procedure similar to that described in Preparation 25, butusingN-[2-isopropyl-6-(6-cyclohexyl-3-hydroxyhexyl)phenyl]-2-(9H-xanthen-9-yl)acetamide(prepared as described in Example 125) as a starting material, in arelative amount similar to that used in that Preparation, a benzyl esterof the title compound was obtained. This was then debenzylated in asimilar manner to that described in Example 79, to give the titlecompound as a foam-like material.

Infrared Absorption Spectrum (KBr) νmax cm-1: 2924, 2851, 1718, 1655,1578, 1479, 1458, 1406, 1255.

EXAMPLE 92 Sodium1-(2-{3-Isopropyl-2-[2-(9H-xanthen-9-yl)acetamido]phenyl}ethyl)-4-cyclohexylbutylsuccinate (Compound No. 1-2867)

Following a procedure similar to that described in Example 70, but using1-(2-{3-isopropyl-2-[2-(9H-xanthen-9-yl)acetamido]phenyl}ethyl)-4-cyclohexylbutylhydrogen succinate (prepared as described in Example 91) as a startingmaterial, in a relative amount similar to that used in that Example, thetitle compound was obtained as a foam-like material.

Infrared Absorption Spectrum (KBr) νmax cm-1: 2924, 2851, 1732, 1655,1578, 1479, 1458, 1255.

EXAMPLE 932-(2-{4-t-Butyl-3-[2-(9H-xanthen-9-yl)acetamido]phenyl}ethyl]-3-cyclohexylpropylhydrogen succinate (Compound No. 1-2349)

Following a procedure similar to that described in Preparation 25, butusingN-[2-t-butyl-5-[4-cyclohexyl-3-(hydroxymethyl)butyl]phenyl]-2-(9H-xanthen-9-yl)acetamide(prepared as described in Example 207) as a starting material, in arelative amount similar to that used in that Preparation, a benzyl esterof the title compound was obtained. This was then debenzylated in asimilar manner to that described in Example 79, to give the titlecompound as a foam-like material.

Infrared Absorption Spectrum (KBr) νmax cm-1: 2924, 2851, 1732, 1655,1649, 1639, 1524, 1479, 1458, 1255.

EXAMPLE 94 Sodium2-(2-{4-t-butyl-3-[2-(9H-xanthen-9-yl)acetamido]phenyl}ethyl)-3-cyclohexylpropylsuccinate (Compound No. 1-2367)

Following a procedure similar to that described in Example 70, but using2-(2-{4-t-butyl-3-[2-(9H-xanthen-9-yl)acetamido]phenyl}ethyl]-3-cyclohexylpropylhydrogen succinate (prepared as described in Example 93) as a startingmaterial, in a relative amount similar to that used in that Example, thetitle compound was obtained as a foam-like material.

Infrared Absorption Spectrum (KBr) νmax cm-1: 2922, 2851, 1724, 1655,1578, 1479, 1458, 1414, 1255.

EXAMPLE 95N-[2-t-Butyl-5-(7-cycloheptyl-5-oxoheptyl)phenyl]-2-(9H-xanthen-9-yl)acetamide(Compound No. 1-2868)

Following a procedure similar to that described in Example 21, but using2-t-butyl-5-(7-cycloheptyl-5-oxoheptyl)aniline (prepared by a proceduresimilar to that described in Preparation 7) as a starting material, in arelative amount similar to that used in that Example, the title compoundwas obtained as a foam-like material.

Infrared Absorption Spectrum (KBr) νmax cm-1: 2922, 2855, 1711, 1657,1576, 1520, 1479, 1458, 1414, 1363, 1255.

EXAMPLE 96N-[2-t-Butyl-5-(7-cycloheptyl-5-hydroxyheptyl)phenyl]-2-(9H-xanthen-9-yl)acetamide(Compound No. 1-1013)

Following a procedure similar to that described in Example 22, but usingN-[2-t-butyl-5-(7-cycloheptyl-5-oxoheptyl)phenyl]-2-(9H-xanthen-9-yl)acetamide(prepared as described in Example 95) as a starting material, in arelative amount similar to that used in that Example, the title compoundwas obtained as a foam-like material.

Infrared Absorption Spectrum (KBr) νmax cm-1: 2924, 2855, 1655, 1576,1524, 1479, 1458, 1414, 1363, 1300, 1255.

EXAMPLE 97N-[2-t-Butyl-5-(3-cycloheptyl-3-oxopropyl)phenyl]-2-(9H-xanthen-9-yl)acetamide(Compound No. 1-2869)

Following a procedure similar to that described in Example 21, but using2-t-butyl-5-(3-cycloheptyl-3-oxopropyl)aniline (prepared by a proceduresimilar to that described in Preparation 7) as a starting material, in arelative amount similar to that used in that Example, the title compoundwas obtained as crystals, melting at 155°-156° C. (afterrecrystallization from a mixture of methylene chloride and hexane).

Infrared Absorption Spectrum (KBr) νmax cm-1: 3187, 2927, 2857, 1703,1649, 1520, 1479, 1458, 1255, 759.

EXAMPLE 98N-[2-t-Butyl-5-(3-cycloheptyl-3-hydroxypropyl)phenyl]-2-(9H-xanthen-9-yl)acetamide(Compound No. 1-943)

Following a procedure similar to that described in Example 22, but usingN-[2-t-butyl-5-(3-cycloheptyl-3-oxopropyl)phenyl]-2-(9H-xanthen-9-yl)acetamide(prepared as described in Example 97) as a starting material, in arelative amount similar to that used in that Example, the title compoundwas obtained as a foam-like material.

Infrared Absorption Spectrum (KBr) νmax cm-1: 3400, 3272, 2922, 2855,1655, 1577, 1522, 1480, 1458, 1255, 759.

EXAMPLE 99N-[2-t-Butyl-5-(3-cyclohexyl-1-hydroxypropyl)phenyl]-2-(9H-xanthen-9-yl)acetamide(Compound No. 1-203)

Following a procedure similar to that described in Example 14, but using2-cyclohexylethylmagnesium iodide as a starting material, in a relativeamount similar to that used in that Example, the title compound wasobtained as a foam-like material.

Infrared Absorption Spectrum (KBr) νmax cm-1: 3390, 3284, 2923, 1656,1577, 1520, 1481, 1458, 1256, 758.

EXAMPLE 100(R)-N-[2-t-Butyl-5-(4-cyclohexyl-3-hydroxybutyl)phenyl]-2-(9H-xanthen-9-yl)acetamide(Compound No. 1-25)

Following a procedure similar to that described in Example 40, but using(R)-N-{2-t-butyl-5-[4-cyclohexyl-3-(t-butyldimethylsilyloxy)butyl]phenyl}-2-(9H-xanthen-9-yl)acetamide(prepared as described in Preparation 23) as a starting material, in arelative amount similar to that used in that Example, the title compoundwas obtained as crystals, melting at 140°-141° C. (afterrecrystallization from diisopropyl ether).

Infrared Absorption Spectrum (KBr) νmax cm-1: 3340, 3230, 1655, 1532,1478, 1459, 1254, 760.

[α]_(D) ²³ =-1.5° (c=1.03, CHCl₃).

EXAMPLE 101(S)-N-[2-t-Butyl-5-(4-cyclohexyl-3-benzoyloxybutyl)phenyl]-2-(9H-xanthen-9-yl)acetamide(Compound No. 1-1547)

Following a procedure similar to that described in Example 21, but using(S)-[2-t-butyl-5-(4-cyclohexyl-3-benzoyloxybutyl)aniline (prepared asdescribed in Preparation 24) as a starting material, in a relativeamount similar to that used in that Example, the title compound wasobtained as a glassy material.

Infrared Absorption Spectrum (film), ν_(max) cm⁻¹ : 3280, 1715, 1655,1520, 1480, 1457, 1275, 1258, 1115, 909

[α]_(D) ²³ =+8.4° (c=1.18, CHCl₃).

EXAMPLE 102(S)-N-[2-t-Butyl-5-(4-cyclohexyl-3-hydroxybutyl)phenyl]-2-(9H-xanthen-9-yl)acetamide(Compound No. 1-25)

13.3 ml of a 0.58M ethanolic solution of sodium ethoxide were added to1.62 g (2.57 mmol) of(S)-N-[2-t-butyl-5-(4-cyclohexyl-3-benzoyloxybutyl)phenyl]-2-(9H-xanthen-9-yl)acetamide(prepared as described in Example 101), and the resulting mixture wasstirred at room temperature for 8 hours, after which it was heated underreflux for 2 hours. At the end of this time, the solvent was removed bydistillation under reduced pressure, and the resulting residue was mixedwith water and then extracted with ethyl acetate. The extract was washedwith water and with a saturated aqueous solution of sodium chloride, inthat order. The organic phase was dried over anhydrous magnesiumsulfate, and the solvent was removed by distillation under reducedpressure. The residue was purified by column chromatography through 150g of silica gel, using a 2:8 by volume mixture of acetonitrile andbenzene as the eluent. The concentrated eluate was recrystallized fromdiisopropyl ether, to give 1.14 g (yield 85%) of the title compound,melting at 141°-142° C.

Infrared Absorption Spectrum (KBr) νmax cm-1: 3350, 3240, 1655, 1532,1478, 1459, 1254, 760.

[α]_(D) ²³ =+2.0° (c=1.09, CHCl₃).

EXAMPLE 103N-[(9H-xanthen-9-yl)methyl]-N'-[2-t-butyl-5-(4-cyclohexyl-3-hydroxybutyl)phenyl]urea(Compound No. 1-39)

Following a procedure similar to that described in Example 40, but usingN-[(9H-xanthen-9-yl)methyl]-N'-[2-t-butyl-5-[4-cyclohexyl-3-(t-butyldimethylsilyloxy)butyl]phenyl]urea(prepared as described in Preparation 20) as a starting material, in arelative amount similar to that used in that Example, the title compoundwas obtained as crystals, melting at 156°-157° C. (afterrecrystallization from a mixture of methylene chloride and hexane).

Infrared Absorption Spectrum (KBr) νmax cm-1: 3343, 2923, 2851, 1641,1558, 1481, 1458, 1297, 1256, 1188, 756.

EXAMPLE 104N-[2-t-Butyl-5-(4-cyclohexyl-3-hydroxybutyl)phenyl]-2,2-dimethyldodecanamide(Compound No. 5-19)

Following a procedure similar to that described in Example 40, but usingN-[2-t-butyl-5-[4-cyclohexyl-3-(t-butyldimethylsilyloxy)butyl]phenyl]-2,2-dimethyldodecanamide(prepared as described in Preparation 46) as a starting material, in arelative amount similar to that used in that Example, the title compoundwas obtained as a foam-like material.

Infrared Absorption Spectrum (KBr) νmax cm-1: 3395, 3304, 2923, 2853,1651, 1509, 1479, 1448, 1363, 823.

EXAMPLE 105N-[2-t-Butyl-5-(5-cyclohexyl-1-hydroxypentyl)phenyl-2-(9H-xanthen-9-yl)acetamide(Compound No. 1-251)

Following a procedure similar to that described in Example 14, but using4-cyclohexylbutylmagnesium bromide as a starting material, in a relativeamount similar to that used in that Example, the title compound wasobtained as crystals, melting at 121°-122° C. (after recrystallizationfrom a mixture of methylene chloride, diethyl ether and hexane).

Infrared Absorption Spectrum (KBr) νmax cm-1: 2922, 2851, 1655, 1643,1578, 1527, 1481, 1458, 1410, 1257.

EXAMPLE 106N-[2-t-Butyl-5-(4-cyclohexyl-3-hydroxybutyl)phenyl]-6,11-dihydrodibenz[b.e]oxepine-11-carboxamide(Compound No. 2-19)

Following a procedure similar to that described in Example 40, but usingN-[2-t-butyl-5-[4-cyclohexyl-3-(t-butyldimethylsilyloxy)butyl]phenyl]-6,11-dihydrodibenz[b.e]oxepine-11-carboxamide(prepared as described in Preparation 47) as a starting material, in arelative amount similar to that used in that Example, the title compoundwas obtained as a foam-like material.

Infrared Absorption Spectrum (KBr) νmax cm-1: 3430, 2922, 1679, 1522,1488, 1447, 1419, 1244, 1203, 757.

EXAMPLE 107N-[2-t-Butyl-5-(4-cyclohexyl-3-hydroxybutyl)phenyl]-2-(1-phenylcyclopentyl)acetamide(Compound No. 3-13)

Following a procedure similar to that described in Example 40, but usingN-{2-t-butyl-5-[4-cyclohexyl-3-(t-butyldimethylsilyloxy)butyl]phenyl}-2-(1-phenylcyclopentyl)acetamide(prepared as described in Preparation 48) as a starting material, in arelative amount similar to that used in that Example, the title compoundwas obtained as a foam-like material.

Infrared Absorption Spectrum (KBr) νmax cm-1: 3407, 3278, 2922, 2872,2851, 1655, 1519, 1497, 1448, 699.

EXAMPLE 108N-[2-(1,1-Dimethyl-2-methoxyethyl)-6-(4-cyclohexyl-3-hydroxybutyl)phenyl]-2-(9H-xanthen-9-yl)acetamide(Compound No. 1-2870)

Following a procedure similar to that described in Example 14, but usingcyclohexylmethylmagnesium bromide andN-[2-(1,1-dimethyl-2-methoxy)ethyl-6-(3-oxopropyl)phenyl]-2-(9H-xanthen-9-yl)acetamide(prepared as described in Preparation 26) as starting materials, inrelative proportions similar to those used in that Example, the titlecompound was obtained as a foam-like material.

Infrared Absorption Spectrum (film), ν_(max) cm⁻¹ : 3260, 1667, 1509,1480, 1459, 1254, 1096, 963, 758.

EXAMPLE 109(S)-1-(2-{4-t-Butyl-3-[2-(9H-xanthen-9-yl)acetamido]phenyl}ethyl)-2-cyclohexylethyldihydrogenphosphate (Compound No. 1-2871)

Following a procedure similar to that described in Example 79, but using(S)-1-(2-{4-t-butyl-3-[2-(9H-xanthen-9-yl)acetamido]phenyl}ethyl-2-cyclohexylethyl)dibenzylphosphate (prepared as described in Preparation 49) as a startingmaterial, in a relative amount similar to that used in that Example, thestarting material was debenzylated, to give the title compound as aglassy material.

Infrared Absorption Spectrum (film), ν_(max) cm⁻¹ : 3260, 1659, 1526,1480, 1459, 1254, 1188, 1096, 988, 758.

EXAMPLE 110 Sodium(S)-1-(2-{4-t-butyl-3-[2-(9H-xanthen-9-yl)acetamido]phenyl}ethyl)-2-cyclohexylethylhydrogenphosphate (Compound No. 1-1099)

Following a procedure similar to that described in Example 70, but using(S)-1-(2-{4-t-butyl-3-[2-(9H-xanthen-9-yl)acetamido]phenyl}ethyl)-2-cyclohexylethyldihydrogenphosphate (prepared as described in Example 109) as a startingmaterial, in a relative amount similar to that used in that Example, thetitle compound was obtained as a foam-like material.

Infrared Absorption Spectrum (KBr) νmax cm-1: 3440, 1655, 1524, 1482,1459, 1420, 1256, 1096, 758.

EXAMPLE 111(S)-1-(2-{4-t-Butyl-3-[2-(9H-xanthen-9-yl)acetamido]phenyl}ethyl)-2-cyclohexylethylhydrogen phthalate (Compound No. 1-2872)

Following a procedure similar to that described in Example 54, but using(S)-N-[2-t-butyl-5-(4-cyclohexyl-3-hydroxybutyl)phenyl]-2-(9H-xanthen-9-yl)acetamide(prepared as described in Example 102) and phthalic anhydride asstarting materials, in relative proportions similar to those used inthat Example, the title compound was obtained as a foam-like material.

Infrared Absorption Spectrum (film), ν_(max) cm⁻¹ : 1717, 1651, 1576,1480, 1459, 1404, 1256, 1134, 1077, 909, 760.

EXAMPLE 112 Sodium(S)-1-(2-{4-t-butyl-3-[2-(9H-xanthen-9-yl)acetamido]phenyl}ethyl)-2-cyclohexylethylphthalate (Compound No. 1-1104)

Following a procedure similar to that described in Example 70, but using(S)-1-(2-{4-t-butyl-3-[2-(9H-xanthen-9-yl)acetamido]phenyl}ethyl)-2-cyclohexylethylhydrogen phthalate (prepared as described in Example 111) as a startingmaterial, in a relative amount similar to that used in that Example, thetitle compound was obtained as a foam-like material.

Infrared Absorption Spectrum (film), ν_(max) cm⁻¹ : 3260, 1705, 1653,1574, 1480, 1459, 1397, 1258, 1079, 909, 758.

EXAMPLE 113(S)-N-[2-t-Butyl-5-(5-cyclohexyl-3-benzoyloxypentyl)phenyl]-2-(9H-xanthen-9-yl)acetamide(Compound No. 1-1857)

Following a procedure similar to that described in Example 21, but using(S)-2-t-butyl-5-(5-cyclohexyl-3-benzoyloxypentyl)aniline as a startingmaterial, in a relative amount similar to that used in that Example, thetitle compound was obtained as a foam-like material.

Infrared Absorption Spectrum (KBr) νmax cm-1: 3260, 2923, 2851, 1717,1653, 1519, 1481, 1457, 1275, 1257, 1115, 759, 712.

[α]_(D) ²³ =+1.89° (c=0.95, CHCl₃).

EXAMPLE 114(S)-N-[2-t-Butyl-5-(5-cyclohexyl-3-hydroxypentyl)phenyl]-2-(9H-xanthen-9-yl)acetamide(Compound No. 1-1)

Following a procedure similar to that described in Example 102, butusing(S)-N-[2-t-butyl-5-(5-cyclohexyl-3-benzoyloxypentyl)phenyl]-2-(9H-xanthen-9-yl)acetamide(prepared as described in Example 113) as a starting material, in arelative amount similar to that used in that Example, the title compoundwas obtained as crystals, melting at 136°-137° C. (afterrecrystallization from a mixture of ethyl acetate and hexane).

Infrared Absorption Spectrum (KBr) νmax cm-1: 3377, 2921, 2849, 1660,1516, 1481, 1458, 1423, 1412, 1260, 756.

[α]_(D) ²⁵ =+0.55° (c=1.09, CHCl₃).

EXAMPLE 115(R)-N-[2-t-Butyl-5-(5-cyclohexyl-3-hydroxypentyl)phenyl]-2-(9H-xanthen-9-yl)acetamide(Compound No. 1-1)

Following a procedure similar to that described in Example 40, but using(R)-N-{2-t-butyl-5-[5-cyclohexyl-3-(t-butyldimethylsilyloxy)pentyl]phenyl]-2-(9H-xanthen-9-yl)acetamide(prepared by a procedure similar to that described in Preparation 11) asa starting material, in a relative amount similar to that used in thatExample, the title compound was obtained as crystals, melting at136°-137° C. (after recrystallization from a mixture of ethyl acetateand hexane).

Infrared Absorption Spectrum (KBr) νmax cm-1: 3377, 2921, 2849, 1660,1516, 1481, 1458, 1423, 1412, 1260, 756.

[α]_(D) ²⁵ =-0.75° (c=1.07, CHCl₃).

EXAMPLE 116(S)-1-(2-{4-t-Butyl-3-[2-(9H-xanthen-9-yl)acetamido]phenyl}ethyl)-2-cyclohexylethylhydrogen malonate (Compound No. 1-2873)

Following a procedure similar to that described in Example 79, but using(S)-[1-(2-{4-t-butyl-3-[2-(9H-xanthen-9-yl)acetamido]phenyl}ethyl)-2-cyclohexylethyl]benzylmalonate (prepared as described in Preparation 27) as a startingmaterial, in a relative amount similar to that used in that Example, thetitle compound was obtained as a foam-like material.

Infrared Absorption Spectrum (film), ν_(max) cm⁻¹ : 3260, 1729, 1632,1480, 1459, 1302, 1254, 1156, 910, 760.

EXAMPLE 117 Sodium(S)-1-(2-{4-t-Butyl-3-[2-(9H-xanthen-9-yl)acetamido]phenyl}ethyl)-2-cyclohexylethylmalonate (Compound No. 1-1101)

Following a procedure similar to that described in Example 70, but using(S)-1-(2-{4-t-butyl-3-[2-(9H-xanthen-9-yl)acetamido]phenyl}ethyl)-2-cyclohexylethylhydrogen malonate (prepared as described in Example 116) as a startingmaterial, in a relative amount similar to that used in that Example, thetitle compound was obtained as a foam-like material.

Infrared Absorption Spectrum (film), ν_(max) cm⁻¹ : 3250, 1717, 1653,1605, 1480, 1459, 1300, 1256, 1156, 909, 758.

Nuclear Magnetic Resonance Spectrum (CDCl₃, 270 MHz), δ ppm: 0.70-0.90(2H, multiplet); 1.13-1.80 (13H, multiplet); 1.08 (9H, singlet);2.26-2.67 (4H, multiplet); 3.03 (0.2H, doublet, J=16 Hz); 3.20 (0.2H,doublet, J=16 Hz); 3.23 (1.6H, singlet); 4.70 (1H, triplet, J=7 Hz);4.80-4.84 (0.2H, multiplet); 4.92-5.00 (0.8H, multiplet); 6.82 (11H,multiplet).

EXAMPLE 118N-[(1-Phenylcyclopentyl)methyl]-N'-[2-t-butyl-5-(4-cyclohexyl-3-hydroxybutyl)phenyl]urea(Compound No. 3-19)

Following a procedure similar to that described in Example 40, but usingN-[2-(1-phenylcyclopentyl)methyl]-N'-[2-t-butyl-5-(3-t-butyldimethylsilyloxy-4-cyclohexylbutyl)phenyl]urea(prepared as described in Preparation 22) as a starting material, in arelative amount similar to that used in that Example, the title compoundwas obtained as a foam-like material.

Infrared Absorption Spectrum (KBr) νmax cm-1: 3344, 2922, 2852, 1641,1558, 1448, 1418, 1364, 1253, 1073, 763, 701.

EXAMPLE 119 Glycine(S)-1-(2-{4-t-butyl-3-[2-(9H-xanthen-9-yl)acetamido]phenyl}ethyl)-2-cyclohexylethylester hydrochloride (Compound No. 1-1105)

0.21 ml of a 4N solution of hydrogen chloride in dioxane was added to374 mg (0.547 mmol) of N-t-butoxycarbonylglycine(S)-1-(2-{4-t-butyl-3-[2-(9H-xanthen-9-yl)acetamido]phenyl}ethyl)-2-cyclohexylethylester, and the resulting mixture was stirred overnight. The reactionmixture was then diluted with diethyl ether, after which a saturatedaqueous solution of sodium hydrogencarbonate was added. The mixture wasstirred, and the organic phase was separated and then washed with water;the solvent was then removed by distillation under reduced pressure. Theresulting residue was purified by column chromatography through 15 g ofsilica gel, using a gradient elution method, with mixtures of ethylacetate and methanol ranging from 100:0 to 100:3 by volume as theeluent, to give 277 mg of the free base corresponding to the titlecompound as a foam-like material. 3 ml of a 4N solution of hydrogenchloride in dioxane were added to the free base, and the mixture wasfreed from the solvent by distillation under reduced pressure, to givethe title compound as a foam-like material.

Infrared Absorption Spectrum (KBr) νmax cm-1: 2924, 2853, 1747, 1655,1576, 1522, 1481, 1458, 1365, 1254.

EXAMPLE 120 N,N-Dimethylglycine(S)-1-(2-{4-t-butyl-3-[2-(9H-xanthen-9-yl)acetamido]phenyl}ethyl)-2-cyclohexylethylester (Compound No. 1-2874)

Following a procedure similar to that described in Preparation 25, butusing(S)-N-[2-t-butyl-5-(4-cyclohexyl-3-hydroxybutyl)phenyl]-2-(9H-xanthen-9-yl)acetamide(prepared as described in Example 102) and N,N-dimethylglycinehydrochloride as starting materials, in relative proportions similar tothose used in that Preparation, the title compound was obtained as afoam-like material.

Infrared Absorption Spectrum (KBr) νmax cm-1: 2924, 2853, 1736, 1655,1578, 1522, 1479, 1458, 1255, 1194.

EXAMPLE 121 N,N-Dimethylglycine(S)-1-(2-{4-t-butyl-3-[2-(9H-xanthen-9-yl)acetamido]phenyl]ethyl]-2-cyclohexylethylester hydrochloride (Compound No. 1-1106)

Following a procedure similar to that described in Example 119, butusing N,N-dimethylglycine(S)-1-(2-{4-t-butyl-3-[2-(9H-xanthen-9-yl)acetamido]phenyl}ethyl)-2-cyclohexylethylester (prepared as described in Example 120) and a 4N solution ofhydrogen chloride in dioxane as starting materials, in relativeproportions similar to those used in that Example, the title compoundwas obtained as a foam-like material.

Infrared Absorption Spectrum (KBr) νmax cm-1: 2924, 2853, 1743, 1655,1576, 1522, 1481, 1458, 1414, 1363, 1255.

EXAMPLE 122(S)-1-(2-{4-t-Butyl-3-[2-(9H-xanthen-9-yl)acetamido]phenyl}ethyl)-2-cyclohexylethylhydrogen glutarate (Compound No. 1-2875)

Following a procedure similar to that described in Example 56, but using(S)-N-[2-t-butyl-5-(4-cyclohexyl-3-hydroxybutyl)phenyl]-2-(9H-xanthen-9-yl)acetamide(prepared as described in Example 102) and glutaric anhydride asstarting materials, in relative proportions similar to those used inthat Example, the title compound was obtained as a foam-like material.

Infrared Absorption Spectrum (KBr) νmax cm-1: 2924, 2853, 1730, 1709,1655, 1649, 1641, 1578, 1524, 1479, 1458, 1254.

EXAMPLE 123 Sodium(S)-1-(2-{4-t-butyl-3-[2-(9H-xanthen-9-yl)acetamido]phenyl}ethyl)-2-cyclohexylethylglutarate (Compound No. 1-1103)

Following a procedure similar to that described in Example 70, but using(S)-1-(2-{4-t-butyl-3-[2-(9H-xanthen-9-yl)acetamido]phenyl}ethyl)-2-cyclohexylethylhydrogen glutarate (prepared as described in Example 122) as a startingmaterial, in a relative amount similar to that used in that Example, thetitle compound was obtained as a foam-like material.

Infrared Absorption Spectrum (KBr) νmax cm-1: 2924, 2853, 1720, 1655,1576, 1526, 1479, 1458, 1410, 1302, 1254.

EXAMPLE 124N-[2-Isopropyl-6-(6-cyclohexyl-3-oxo-2-hexenyl)phenyl]-2-(9H-xanthen-9-yl)acetamide(Compound No. 1-2876)

A suspension comprising 239 mg (0.620 mmol) ofN-(2-isopropyl-6-formylphenyl)-2-(9H-xanthen-9-yl)acetamide (prepared asdescribed in Preparation 29), 347 mg (0.682 mmol) of(5-cyclohexyl-2-oxopentyl)triphenylphosphonium bromide and 66 mg (0.652mmol) of triethylamine in 10 ml of tetrahydrofuran was heated underreflux for 4 hours. At the end of this time, the reaction mixture wascooled to room temperature and then diluted with diethyl ether; thediluted mixture was then washed with dilute hydrochloric acid. Theorganic phase was separated and washed with water until it was neutral,after which it was dried and then the solvent was removed bydistillation under reduced pressure. The resulting residue was purifiedby column chromatography through 25 g of silica gel, using a 4:1:1 byvolume mixture of hexane, methylene chloride and ethyl acetate as theeluent, to give 223 mg (yield 67%) of the title compound as crystals,melting at 190°-191° C. (after recrystallization from a mixture ofmethylene chloride and hexane).

Infrared Absorption Spectrum (KBr) νmax cm-1: 2924, 2851, 1655, 1634,1578, 1518, 1479, 1458, 1300, 1255.

EXAMPLE 125N-[2-Isopropyl-6-(6-cyclohexyl-3-hydroxyhexyl)phenyl]-2-(9H-xanthen-9-yl)acetamide(Compound No. 1-1387)

Following a procedure similar to that described in Example 8, but usingN-[2-isopropyl-6-(6-cyclohexyl-3-oxo-2-hexenyl)phenyl]-2-(9H-xanthen-9-yl)acetamide(prepared as described in Example 124) as a starting material, in arelative amount similar to that used in that Example, the startingmaterial was catalytically hydrogenated, after which the keto group wasreduced to a hydroxyl group in a similar manner to that described inExample 9, to give the title compound as crystals, melting at 142°-143°C. (after recrystallization from a mixture of diethyl ether and hexane).

Infrared Absorption Spectrum (KBr) νmax cm-1: 2924, 2851, 1655, 1634,1578, 1518, 1479, 1458, 1300, 1255.

EXAMPLES 126 to 152

The procedure described in Example 35 or 21 was repeated, except thatthe corresponding aniline derivative was used as a starting material, ina relative amount similar to that used in that Example, to afford thecompounds defined in the following Table 6. The Compound Nos. (Cpd. No.)referred to in this Table are the numbers assigned to the compounds inthe foregoing Tables 1 to 5. In this and subsequent Tables, thefollowing abbreviations are used:

    ______________________________________                                        Ether          diethyl ether                                                  IR spectrum    Infrared Absorption Spectrum                                   ML             methylene chloride                                             iPr.sub.2 O    diisopropyl ether                                              Hxa            hexane                                                         AcOEt          ethyl acetate                                                  AT             acetone                                                        ______________________________________                                    

Other abbreviations are as defined hitherto in connection with Tables 1to 5.

Under the column "m.p.", where the product was not a crystalline solid,its physical form is indicated, e.g. "oil".

                  TABLE 6                                                         ______________________________________                                        Ex.No.                     m.p.                                               (Cpd.                      (solvents)                                                                             IR spectrum                               No.)   m     n     R       °C.                                                                             (KBr) (cm.sup.-1)                         ______________________________________                                        126    2     3     Ph      oil      1713, 1657, 1480,                         (1-2877)                            1458, 1255, 760,                                                              700 .sup.1)                               127    1     2     Ph      108-109  1713, 1652, 1456,                         (1-2878)                   (ML-iPr.sub.2 O)                                                                       1252, 758, 699 .sup.2)                    128    2     2     cPn     108-109  1713, 1658, 1519,                         (1-2879)                   (iPr.sub.2 O)                                                                          1480, 1458, 1259,                                                             761                                       129    4     2     cPn     102-104  1709, 1660, 1519,                         (1-2880)                   (iPr.sub.2 O)                                                                          1480, 1457, 1260,                                                             760, 754                                  130    1     3     cPn     127-128  1701, 1662, 1518,                         (1-2881)                   (hexane) 1480, 1458, 1259,                                                             757                                       131    2     0     cPn     163-165  1711, 1640, 1537,                         (1-2882)                   (iPr.sub.2 O)                                                                          1480, 1457, 1256,                                                             760                                       132    1     2     cPn     159-161  1718, 1635, 1530,                         (1-2883)                   (iPr.sub.2 O)                                                                          1481, 1458, 1258,                                                             764, 756                                  133    4     0     cPn     120-122  1708, 1640, 1533,                         (1-2884)                   (iPr.sub.2 O)                                                                          1481, 1457, 1260,                                                             760                                       134    3     2     cPn     139-141  1706, 1637, 1537,                         (1-2885)                   (iPr.sub.2 O)                                                                          1481, 1456, 1259,                                                             757                                       135    3     1     cPn     184-186  1705, 1637, 1536,                         (1-2886)                   (iPr.sub.2 O)                                                                          1481, 1458, 1258,                                                             761, 756                                  136    3     3     cPn     83-85    1706, 1661, 1519,                         (1-2887)                   (iPr.sub.2 O)                                                                          1478, 1457, 1256,                                                             761, 753                                  137    1     0     cPn     132-135  1659, 1520, 1479,                         (1-2888)                   (iPr.sub.2 O)                                                                          1458, 1257, 760                           138    2     3     cPn     108-110  1715, 1639, 1537,                         (1-2889)                   (Hxa-iPr.sub.2 O)                                                                      1481, 1456, 1260,                                                             758                                       139    4     3     cPn     99-101   1708, 1663, 1517,                         (1-2890)                   (Hxa-iPr.sub.2 O)                                                                      1477, 1457, 1255,                                                             763, 751                                  140    1     1     cPn     136-138  1716, 1637, 1526,                         (1-2891)                   (iPr.sub.2 O)                                                                          1480, 1459, 1257,                                                             766, 755                                  141    2     4     cPn     99-101   1713, 1640, 1533,                         (1-2892)                   (hexane) 1481, 1457, 1261,                                                             761, 753                                  142    4     4     cPn     83-85    1713, 1641, 1540,                         (1-2893)                   (hexane) 1481, 1457, 1260,                                                             760                                       143    3     0     cPn     179-181  1704, 1638, 1534,                         (1-2894)                   (iPr.sub.2 O)                                                                          1481, 1458, 1259,                                                             763, 755                                  144    1     5     cPn     99-101   1715, 1640, 1534,                         (1-2895)                   (iPr.sub.2 O)                                                                          1481, 1457, 1262,                                                             761                                       145    3     4     cPn     72-74    1713, 1640, 1541,                         (1-2896)                   (iPr.sub.2 O)                                                                          1529, 1481, 1457,                                                             1261, 1254, 760                           146    2     5     cPn     94-96    1711, 1639, 1537,                         (1-2897)                   (Hxa-iPr.sub.2 O)                                                                      1481, 1457, 1262,                                                             1254, 761, 753                            147    3     5     cPn     74-76    1713, 1642, 1527,                         (1-2898)                   (iPr.sub.2 O)                                                                          1480, 1457, 1255,                                                             760                                       148    2     1     SO.sub.2 -cHx                                                                         135-137  1720, 1664, 1516,                         (1-1492)                   (iPr.sub.2 O)                                                                          1481, 1458, 1311,                                                             1255, 1138, 762                           149    1     4     cPn     124-126  1715, 1638, 1532,                         (1-2899)                   (iPr.sub.2 O)                                                                          1481, 1456, 1258,                                                             763, 755                                  150    2     2     SO.sub.2 -cHx                                                                         161-163  1715, 1663, 1518,                         (1-1493)                   (AcOEt)  1481, 1457, 1309,                                                             1299, 1261, 1135,                                                             1128, 761, 753                            151    4     5     cPn     63-66    1713, 1640, 1538,                         (1-2900)                   (hexane) 1481, 1457, 1262,                                                             1254, 761, 752                            152    2     1     SO.sub.2                                                                              120-122  1710, 1668, 1513,                         (1-1498)           --CH.sub.2 -cHx                                                                       (iPr.sub.2 O)                                                                          1480, 1458, 1301,                                                             1250, 1138, 761                           ______________________________________                                         .sup.1) Determined using liquid film                                          .sup.2) Determined by the Nujol (trade mark) method                      

EXAMPLES 153 to 158

The procedure described in Example 14 was repeated, except thatN-(2-t-butyl-5-formylphenyl)-2-(9H-xanthen-9-yl)acetamide was used as astarting material, in a relative amount similar to that used in thatExample, to give the compounds defined in the following Table 7.

                  TABLE 7                                                         ______________________________________                                        Cpd.                     m.p.                                                 (Ex.)                    (solvents)                                                                            IR spectrum                                  No.   R.sup.3                                                                              R.sup.4     °C.                                                                            (KBr) cm(.sup.-1)                            ______________________________________                                        153   tBu    5-CH(OH)-cPn                                                                              Powder  1656, 1519, 1480,                            (1-628)                          1458, 1255, 757                              154   tBu    5-CH(OH)    137-138 1658, 1516, 1480,                            (1-670)      (CH.sub.2).sub.3 -cPn                                                                     (iPr.sub.2 O)                                                                         1458, 1256, 757                              155   tBu    5-CH(OH)    153-154 1655, 1480, 1458,                            (1-662)      (CH.sub.2).sub.2 -cPn                                                                     (iPr.sub.2 O)                                                                         1256, 760                                    156   tBu    5-CH(OH)    111-113 1653, 1480, 1458,                            (1-677)      (CH.sub.2).sub.4 -cPn)                                                                    (iPr.sub.2 O)                                                                         1256, 759                                    157   tBu    5-CH(OH)    118-120 1642, 1480, 1457,                            (1-684)      (CH.sub.2).sub.5 -cPn                                                                     (iPr.sub.2 O)                                                                         1258, 760                                    158   tBu    5-CH(OH)CH.sub.2 -                                                                        160-161 1643, 1480, 1458,                            (1-652)      cPn         (iPr.sub.2 O)                                                                         1257, 760                                    ______________________________________                                    

EXAMPLES 159 to 161

The procedure described in Example 14 was repeated, except thatN-(2-isopropyl-6-formylphenyl)-2-(9H-xanthen-9-yl)acetamide was used asa starting material, in a relative amount similar to that used in thatExample, to give the compounds defined in the following Table 8.

                  TABLE 8                                                         ______________________________________                                        Cpd.                   m.p.                                                   (Ex.)                  (solvents) IR spectrum                                 No.  R.sup.3                                                                             R.sup.4     °C. (KBr) (cm.sup.-1)                           ______________________________________                                        159  iPr   6-CH(OH)CH.sub.2 -                                                                        204        3419, 3246, 1640,                           (1-        cHx         (AT-ML-Hxa)                                                                              1525, 1482, 1457,                           1358)                             1301, 1265, 1047,                                                             752                                         160  iPr   6-CH(OH)-   145-146    3251, 1641, 1523,                           (1-        (CH.sub.2).sub.3 -cHx                                                                     (iPr.sub.2 O)                                                                            1481, 1458, 1301,                           1364)                             1257, 801, 757                              161  iPr   6-CH(OH)-   128-130    3229, 1655, 1527,                           (1-        (CH.sub.2).sub.5 -cHx                                                                     (Ether-Hxa)                                                                              1480, 1457, 1253,                           1370)                             988, 808, 758                               ______________________________________                                    

EXAMPLES 162 to 188

The procedure described in Example 22 was repeated, except that thecompound prepared in the respective one of Examples 126 to 152 was usedas a starting material, in a relative amount similar to that used inthat Example, to give the compounds defined in the following Table 9 byreduction of a keto group.

                  TABLE 9                                                         ______________________________________                                                                   m.p.                                               Ex.No.                     (solvents)                                                                             IR spectrum                               (Cpd. No.)                                                                            m     n     R      °C.                                                                             (KBr) (cm.sup.-1)                         ______________________________________                                        162     2     3     Ph     Powder   1655, 1513, 1480,                         (1-1303)                            1458, 1254, 760,                                                              699 .sup.1)                               163     1     2     Ph     Foam     1652, 1479, 1456,                         (1-2901)                            1253, 758, 700 .sup.1)                    164     2     2     cPn    127-129  1656, 1519, 1480,                         (1-771)                    (iPr.sub.2 O)                                                                          1458, 1259, 761                           165     4     2     cPn    108-110  1658, 1520, 1478,                         (1-2902)                   (iPr.sub.2 O)                                                                          1457, 1257, 759                           166     1     3     cPn    103-105  1653, 1522, 1480,                         (1-707)                    (hexane) 1458, 1256, 760                           167     2     0     cPn    88-91    1659, 1519, 1480,                         (1-723)                    (iPr.sub.2 O)                                                                          1458, 1256, 757                           168     1     2     cPn    140-142  1636, 1533, 1480,                         (1-703)                    (hexane) 1458, 1258, 757                           169     4     0     cPn    137-139  1655, 1517, 1480,                         (1-838)                    (iPr.sub.2 O)                                                                          1458, 1259, 761                           170     3     2     cPn    Foam     1655, 1522, 1480,                         (1-825)                             1458, 1255, 758                           171     3     1     cPn    137-140  1638, 1534, 1480,                         (1-819)                    (iPr.sub.2 O)                                                                          1457, 1258, 756                           172     3     3     cPn    Foam     1655, 1522, 1480,                         (1-831)                             1255, 758 .sup.1)                         173     1     0     cPn    137-138 .sup.2)                                                                        1660, 1519, 1479,                         (1-696)                    (iPr.sub.2 O)                                                                          1457, 1259, 760                           173     1     0     cPn    175-177 .sup.2)                                                                        1657, 1481, 1458,                         (1-696)                    (iPr.sub.2 O)                                                                          1260, 1250, 754                           174     2     3     cPn    104-105  1656, 1529, 1477,                         (1-788)                    (iPr.sub.2 O)                                                                          1458, 1252, 760                           175     4     3     cPn    67-69    1640, 1534, 1481,                         (1-841)                    (iPr.sub.2 O)                                                                          1457, 1255, 760                           176     1     1     cPn    154-156  1636, 1481, 1458,                         (1-702)                    ( iPr.sub.2 O)                                                                         1250, 760                                 177     2     4     cPn    114-116  1653, 1529, 1478,                         (1-799)                    (ML-Hxa) 1458, 1255, 759                           178     4     4     cPn    104-105.5                                                                              1652, 1524, 1480,                         (1-2903)                   (hexane) 1458, 1257, 758                           179     3     0     cPn    78-80    1639, 1534, 1481,                         (1-810)                    (hexane) 1457, 1255, 760                           180     1     5     cPn    101-103  1643, 1527, 1481,                         (1-718)                    (iPr.sub.2 O)                                                                          1458, 1258, 760                           181     3     4     cPn    122-124  1655, 1526, 1479,                         (1-836)                    (iPr.sub.2 O)                                                                          1458, 1259, 1250,                                                             759                                       182     2     5     cPn    104-106  1652, 1529, 1479,                         (1-804)                    (hexane) 1458, 1255, 758                           183     3     5     cPn    81-83    1640, 1530, 1481,                         (1-2904)                   (iPr.sub.2 O)                                                                          1457, 1256, 760                           184     2     1     SO.sub.2 -cHx                                                                        149-151  1658, 1516, 1479,                         (1-1516)                   (iPr.sub.2 O)                                                                          1457, 1299, 1257,                                                             1126, 761, 752                            185     1     4     cPn    99-101   1652, 1523, 1480,                         (1-713)                    (iPr.sub.2 O)                                                                          1458, 1256, 759                           186     2     2     SO.sub.2 -cHx                                                                        147-148  1664, 1518, 1479,                         (1-1517)                   (AcOEt)  1457, 1295, 1256,                                                             1158, 761, 752                            187     4     5     cPn    Foam     1655, 1522, 1480,                         (1-2905)                            1458, 1255, 758                           188     2     1     SO.sub.2 -cHx                                                                        170-171  1661, 1522, 1478,                         (1-1522)                   (ML-iPr.sub.2 O)                                                                       1457, 1290, 1252,                                                             1115, 763, 752                            ______________________________________                                         .sup.1) determined by the Nujol method                                        .sup.2) due to polymorphism                                              

EXAMPLE 189(S)-N-[2-t-Butyl-5-(6-cyclohexyl-3-hydroxyhexyl)phenyl]-2-(9H-xanthen-9-yl)acetamide (Compound No. 1-49)

Following a procedure similar to that described in Example 40, but using(S)-N-{2-t-butyl-5-[6-cyclohexyl-3-(t-butyldimethylsilyloxy)hexyl]phenyl}-2-(9H-xanthen-9-yl)acetamideas a starting material, in a relative amount similar to that used inthat Example, the title compound was obtained as crystals, melting at125°-127° C. (after recrystallization from diisopropyl ether).

Infrared Absorption Spectrum (KBr) νmax cm-1: 1658, 1518, 1480, 1458,1256, 763, 756.

[α]_(D) ²⁵ =+1.9° (c=1.0, CHCl₃).

EXAMPLE 190(R)-N-[2-t-Butyl-5-(6-cyclohexyl-3-hydroxyhexyl)phenyl]-2-(9H-xanthen-9-yl)acetamide(Compound No. 1-49)

190 (i)(R)-N-[2-t-Butyl-5-(6-cyclohexyl-3-benzoyloxyhexylphenyl]-2-(9H-xanthen-9-yl)acetamide

Following a procedure similar to that described in Preparation 24(ii),but using(S)-N-[2-t-butyl-5-(6-cyclohexyl-3-hydroxyhexyl)phenyl]-2-(9H-xanthen-9-yl)acetamide(prepared as described in Example 189) as a starting material, in arelative amount similar to that used in that Example, the title compoundwas obtained as a foam-like material.

190 (ii)(R)-N-[2-t-Butyl-5-(6-cyclohexyl-3-hydroxyhexyl)phenyl]-2-(9H-xanthen-9-yl)acetamide

5 ml of a 1N aqueous solution of sodium hydroxide were added to asolution of 460 mg (0.70 mmol) of(R)-N-[2-t-butyl-5-(6-cyclohexyl-3-benzoyloxyhexyl)phenyl]-2-(9H-xanthen-9-yl)acetamide[prepared as described in step (i) above] in 40 ml of ethanol, and theresulting mixture was heated under reflux for 2 hours. At the end ofthis time, the reaction mixture was freed from the solvent bydistillation under reduced pressure, and the residue was first dilutedwith ethyl acetate and then acidified with 2N aqueous hydrochloric acid.The organic phase was separated and then washed with a saturated aqueoussolution of sodium hydrogencarbonate and with a saturated aqueoussolution of sodium chloride, in that order. The mixture was dried overanhydrous sodium sulfate, and then the solvent was removed bydistillation under reduced pressure. The resulting residue wasrecrystallized from diisopropyl ether, to give 180 mg (yield 47%) of thetitle compound as crystals, melting at 128°-129° C.

Infrared Absorption Spectrum (KBr) νmax cm-1: 1658, 1515, 1480, 1458,1255, 758.

[α]_(D) ²⁵ =-1.2° (c=1.0, CHCl₃).

EXAMPLE 191(S)-N-[2-t-Butyl-5-(7-cyclohexyl-3-hydroxyheptyl)phenyl]-2-(9H-xanthen-9-yl)acetamide(Compound No. 1-73)

A mixture of 1.20 g (1.96 mmol) of(S)-N-{2-t-butyl-5-[7-cyclohexyl-3-(methoxymethoxy)heptyl]phenyl}-2-(9H-xanthen-9-yl)acetamide(prepared as described in Preparation 43) in 12 ml of a 4N solution ofhydrogen chloride in dioxane was stirred for 30 minutes and then thesolvent was removed by distillation under reduced pressure. The pH ofthe residue was brought to 7 by adding an aqueous solution of sodiumhydrogencarbonate, and the resulting mixture was extracted twice withethyl acetate. The combined extracts were washed with a saturatedaqueous solution of sodium chloride. The washed extracts were dried, andthe solvent was removed by distillation under reduced pressure. Theresulting residue was purified by column chromatography through silicagel, using a 4:1 by volume mixture of hexane and ethyl acetate as theeluent, to give 0.9 g of the title compound as an oil. This oil wastriturated with hexane and the resulting crystallized product wascollected, to give 0.83 g (yield 75%) of the title compound as crystals.

Infrared Absorption Spectrum (KBr) νmax cm-1: 1656, 1524, 1479, 1458,1255, 759.

[α]_(D) ²⁵ =+0.97° (c=1.03, CHCl₃).

EXAMPLE 192(R)-N-[2-t-Butyl-5-(7-cyclohexyl-3-hydroxyheptyl)phenyl]-2-(9H-xanthen-9-yl)acetamide(Compound No. 1-73)

Following a procedure similar to that described in Example 190(i), butusing(S)-N-[2-t-butyl-5-(7-cyclohexyl-3-hydroxyheptyl)phenyl]-2-(9H-xanthen-9-yl)acetamide(prepared as described in Example 191) as a starting material, in arelative amount similar to that used in that Example, an (R)-benzoylderivative of the starting material was obtained. This was hydrolyzed ina similar manner to that described in Example 190(ii), to give the titlecompound as crystals, melting at 100°-102° C. (after recrystallizationfrom hexane).

Infrared Absorption Spectrum (KBr) νmax cm-1: 1655, 1523, 1480, 1458,1255, 759.

[α]_(D) ²⁵ =-1.12° (c=1.07, CHCl₃).

EXAMPLE 193N-{2-[3-(2-Ethyl-1-imidazolyl)propyl]oxymethyl-6-methylthiophenyl}-2-(9H-xanthen-9-yl)acetamide(Compound No. 1-2906)

Following a procedure similar to that described in Example 1, but using2-ethylimidazole as a starting material, in a relative amount similar tothat used in that Example, the title compound was obtained as crystals,melting at 159°-160° C. (after recrystallization from a mixture ofhexane and methylene chloride).

Infrared Absorption Spectrum (KBr) νmax cm-1: 3266, 1676, 1649, 1600,1576, 1518, 1493, 1481, 1457, 1433, 1366, 1258.

EXAMPLE 194N-{2-[3-(1-Imidazolyl)propyl]oxymethyl-6-methylsulfonylphenyl}-2-(9H-xanthen-9-yl)acetamide(Compound No. 1-1989) andN-{2-[3-(1-imidazolyl)propyl]oxymethyl-6-methylsulfonylphenyl}-2-(9H-xanthen-9-yl)acetamide(Compound No. 1-1990)

224 mg (0.71 mmol) of m-chloroperoxybenzoic acid (55% purity) were addedover the course of 3 minutes to a solution of 200 mg (0.40 mmol) ofN-{2-[3-(1-imidazolyl)propoxy]methyl-6-methylthiophenyl}-2-(9H-xanthen-9-yl)acetamide(prepared as described in Example 1) in 15 ml of methylene chloride, andthe resulting mixture was stirred for 2.5 hours. At the end of thistime, the solvent was removed by distillation under reduced pressure,and the resulting residue was diluted with ethyl acetate. The dilutedsolution was washed with a saturated aqueous solution of sodiumhydrogencarbonate and with water, in that order. The organic phase wasdried and the solvent was removed by distillation under reducedpressure. The residue was purified by column chromatography through 12 gof silica gel, using a gradient elution method, with mixtures ofmethylene chloride and methanol in ratios ranging from 100:1 to 100:6 byvolume as the eluent, to give 114 mg (yield 54%) of a less polar sulfonederivative (Compound No. 1-1989) and 87 mg (yield 42%) of a more polarsulfinyl derivative (Compound No. 1-1990), respectively, both asfoam-like materials.

Infrared Absorption Spectrum (KBr) νmax cm⁻¹ : (Compound No. 1-1989).3249, 1679, 1600, 1577, 1507, 1480, 1458, 1309, 1255, 1127, 961, 760;(Compound No. 1-1990) 3222, 3165, 3108, 1680, 1600, 1576, 1509, 1480,1457, 1256, 1110, 1096, 1080, 1052, 1034.

EXAMPLE 195N-{2-[3-(1-Imidazolyl)propyl]oxymethyl-6-isopropylphenyl}-2-(9H-xanthen-9-yl)acetamide(Compound No. 1-2907)

Following a procedure similar to that described in Example 1, but usingN-[2-isopropyl-6-[(3-hydroxypropyl)oxymethyl]phenyl]-2-(9H-xanthen-9-yl)acetamide(prepared as described in Preparation 31) as a starting material, in arelative amount similar to that used in that Example, the title compoundwas obtained as crystals, melting at 131°-132° C. (afterrecrystallization from a mixture of methylene chloride, diethyl etherand hexane).

Infrared Absorption Spectrum (KBr) νmax cm-1: 2960, 1670, 1480, 1460,1250, 1080.

EXAMPLE 196N-{2-[3-(1-Imidazolyl)propyl]oxymethyl-6-isopropylphenyl}-2-(9H-xanthen-9-yl)acetamidehydrochloride (Compound No. 1-1481)

0.39 ml of a 4N solution of hydrogen chloride in dioxane was added to asolution of 192 mg (0.39 mmol) ofN-{2-[3-(1-imidazolyl)propyl]oxymethyl-6-isopropylphenyl}-2-(9H-xanthen-9-yl)acetamide(prepared as described in Example 195) in 2 ml of methylene chloride,and the resulting mixture was freed from the solvent by distillationunder reduced pressure. The resulting residue was dissolved in a smallamount of dioxane and, after water had been added, the resulting mixturewas lyophilized, to give 206 mg of the title compound as a powder.

Infrared Absorption Spectrum (CHCl₃), ν_(max) cm⁻¹ : 2960, 1670, 1480,1460, 1250, 1090.

EXAMPLE 197N-{2-Isopropyl-6-[3-(1-imidazolyl)propyl]phenyl}-2-(9H-xanthen-9-yl)acetamide(Compound No. 1-2028)

Following a procedure similar to that described in Example 1, but usingN-[2-isopropyl-6-(3-hydroxypropyl)phenyl]-2-(9H-xanthen-9-yl)acetamide(prepared as described in Preparation 30) as a starting material, in arelative amount similar to that used in that Example, the title compoundwas obtained as crystals, melting at 194°-195° C. (afterrecrystallization from a mixture of diethyl ether, methylene chlorideand hexane).

Infrared Absorption Spectrum (KBr) νmax cm-1: 3272, 2963, 1645, 1525,1480, 1457, 1257, 757.

EXAMPLE 198N-{2-Isopropyl-6-[3-(1-imidazolyl)propyl]phenyl}-2-(9H-xanthen-9-yl)acetamidehydrochloride (Compound No. 1-2027)

Following a procedure similar to that described in Example 196, butusingN-{2-isopropyl-6-[3-(1-imidazolyl)propyl]phenyl}-2-(9H-xanthen-9-yl)acetamide(prepared as described in Example 197) as a starting material, in arelative amount similar to that used in that Example, the title compoundwas obtained as a foam-like material.

Infrared Absorption Spectrum (CHCl₃), ν_(max) cm⁻¹ : 2960, 1660, 1570,1480, 1458, 1250.

EXAMPLE 199N-{2-Isopropyl-6-[2-(1-imidazolyl)ethyl]oxymethylphenyl}-2-(9H-xanthen-9-yl)acetamide(Compound No. 1-2908)

Following a procedure similar to that described in Example 1, but usingN-[2-isopropyl-6-(2-hydroxyethyl)oxymethylphenyl]-2-(9H-xanthen-9-yl)acetamide(prepared as described in Preparation 32) as a starting material, in arelative amount similar to that used in that Example, the title compoundwas obtained as a foam-like material.

Infrared Absorption Spectrum (CHCl₃), ν_(max) cm⁻¹ : 2960, 1675, 1480,1460, 1250, 1150, 1080.

EXAMPLE 200N-{2-Isopropyl-6-[2-(1-imidazolyl)ethyl]oxymethylphenyl}-2-(9H-xanthen-9-yl)acetamidehydrochloride (Compound No. 1-1484)

Following a procedure similar to that described in Example 196, butusing aN-{2-isopropyl-6-[2-(1-imidazolyl)ethyl]oxymethylphenyl}-2-(9H-xanthen-9-yl)acetamide(prepared as described in Example 199) as a starting material, in arelative amount similar to that used in that Example, the title compoundwas obtained as a foam-like material.

Infrared Absorption Spectrum (CHCl₃), ν_(max) cm⁻¹ : 2960, 1670, 1480,1458, 1250, 1120, 1090.

EXAMPLE 201N-[2-Isopropyl-6-(1-imidazolylmethyl)phenyl]-2-(9H-xanthen-9-yl)acetamide(Compound No. 1-2024)

A suspension of 500 mg (1.23 mmol) ofN-(2-isopropyl-6-chloromethylphenyl)-2-(9H-xanthen-9-yl)acetamide[prepared as described in Preparation 28 (iv)], 847 mg (12.3 mmol) ofimidazole and 277 mg (1.9 mmol) of sodium iodide in 10 ml ofN,N-dimethylformamide was stirred at 90° C. for 2 hours and then thetemperature was lowered to room temperature. The resulting mixture wasdiluted with ethyl acetate. The diluted mixture was washed several timeswith water and once with a saturated aqueous solution of sodiumchloride. The organic phase was dried over anhydrous sodium sulfate, andthen the solvent was removed by distillation under reduced pressure. Theresulting residue was triturated with a mixture of diethyl ether andhexane, and the resulting crystallized product was collected to give 471mg (yield 88%) of the title compound as crystals, melting at 193°-195°C. (after recrystallization from a mixture of methanol, diethyl etherand hexane).

Infrared Absorption Spectrum (KBr) νmax cm-1: 2961, 1671, 1508, 1475,1458, 1250, 1236, 758.

EXAMPLE 202N-[2-Isopropyl-6-(1-imidazolylmethyl)phenyl]-2-(9H-xanthen-9-yl)acetamidehydrochloride (Compound No. 1-2023)

Following a procedure similar to that described in Example 196, butusingN-[2-isopropyl-6-(1-imidazolylmethyl)phenyl]-2-(9H-xanthen-9-yl)acetamide(prepared a described in Example 201) as a starting material, in arelative amount similar to that used in that Example, the title compoundwas obtained as a foam-like material.

Infrared Absorption Spectrum (CHCl₃), ν_(max) cm⁻¹ : 2960, 1670, 1576,1510, 1480, 1458, 1250.

EXAMPLE 203N-[2-Isopropyl-6-(1-benzimidazolylmethyl)phenyl]-2-(9H-xanthen-9-yl)acetamide(Compound No. 1-2001)

Following a procedure similar to that described in Example 201, butusing benzimidazole as a starting material, in a relative amount similarto that used in that Example, the title compound was obtained ascrystals, melting at 244°-245° C. (after recrystallization from amixture of ethyl acetate and hexane).

Infrared Absorption Spectrum (KBr) νmax cm-1: 2961, 1677, 1499, 1480,1458, 1258, 753, 737.

EXAMPLE 204N-[2-Isopropyl-6-(1-benzimidazolylmethyl)phenyl]-2-(9H-xanthen-9-yl)acetamide hydrochloride (Compound No. 1-2002)

Following a procedure similar to that described in Example 196, butusingN-[2-isopropyl-6-(1-benzimidazolylmethyl)phenyl]-2-(9H-xanthen-9-yl)acetamide(prepared as described in Example 203) as a starting material, in arelative amount similar to that used in that Example, the title compoundwas obtained as a powder.

Infrared Absorption Spectrum (CHCl₃), ν_(max) cm⁻¹ : 2960, 1670, 1480,1458, 1250, 1120, 870.

EXAMPLE 205N-{2-Methyl-6-[3-(1-imidazolyl)propyl]oxymethylphenyl}-2-(9H-xanthen-9-yl)acetamidehydrochloride (Compound No. 1-2909)

Following a procedure similar to that described in Example 35, but using2-methyl-6-{[3-(1-imidazolyl)propyl]oxymethyl}aniline (prepared asdescribed in Preparation 45) as a starting material, in a relativeamount similar to that used in that Example, acylation was carried outto give an amide derivative of the starting material, which was thenconverted to the title hydrochloride by conventional means, to give thetitle compound in the form of crystals, melting at 109°-110° C. (afterrecrystallization from a mixture of ethanol and diethyl ether).

Infrared Absorption Spectrum (KBr) νmax cm-1: 1652, 1632, 1576, 1520,1481, 1458, 1258, 1086, 763.

EXAMPLE 206N-[2-Isopropyl-6-(4-cyclohexyl-3-hydroxybutyl)phenyl]-2-(9H-xanthen-9-yl)acetamide(Compound No. 1-1385)

Following a procedure similar to that described in Preparation 19,N-[2-isopropyl-6-(3-hydroxypropyl)phenyl]-2-(9H-xanthen-9-yl)acetamide(prepared as described in Preparation 30) was oxidized, to giveN-[2-isopropyl-6-(3-oxopropyl)phenyl]-2-(9H-xanthen-9-yl)acetamide,which was then reacted with a Grignard reagent in a similar manner tothat described in Example 14, to give the title compound as crystals,melting at 148° C. (after recrystallization from a mixture of diethylether and hexane).

Infrared Absorption Spectrum (KBr) νmax cm-1: 3262, 2923, 1648, 1523,1481, 1457, 1259, 757.

EXAMPLE 207N-{2-t-Butyl-5-[4-cyclohexyl-3-(hydroxymethyl)butyl]phenyl}-2-(9H-xanthen-9-yl)acetamide(Compound No. 1-1984)

Following a procedure similar to that described in Example 22,N-[2-t-butyl-5-(4-cyclohexyl-3-formylbutyl)phenyl]-2-(9H-xanthen-9-yl)acetamide(prepared as described in Preparation 33) was reduced, to give the titlecompound as crystals, melting at 130°-131° C. (after recrystallizationfrom a mixture of diethyl ether and hexane).

Infrared Absorption Spectrum (KBr) νmax cm-1: 2922, 2851, 1736, 1655,1603, 1578, 1524, 1479, 1458, 1416, 1363, 1255.

EXAMPLE 208N-[2-t-Butyl-5-(5-cyclohexyl-2-benzyloxymethyl-1-pentenyl)phenyl]-2-(9H-xanthen-9-yl)acetamide(Compound No. 1-1955)

A suspension of 1.36 g (1.87 mmol) of[4-t-butyl-3-[2-(9H-xanthen-9-yl)acetamido]phenyl]methyltriphenylphosphoniumbromide (prepared as described in Preparation 34) in 15 ml oftetrahydrofuran was ice-cooled, and 2.10 ml (2.10 mmol) of a 1.0Mtetrahydrofuran solution of sodium hexamethyldisilazide were addeddropwise thereto over the course of 3 minutes. After 35 minutes, asolution of 511 mg (1.86 mmol) of 1-benzyloxy-5-cyclohexyl-2-pentanone(prepared as described in Preparation 35) in 5 ml of tetrahydrofuran wasadded to the mixture. The resulting mixture was stirred for 10 minuteswhilst ice-cooling, at room temperature for 35 minutes and finally at50° C. for 4.5 hours. At the end of this time, the temperature of thereaction mixture was lowered to room temperature, and then a saturatedaqueous solution of ammonium chloride was added, in order to stop thereaction. The reaction mixture was then diluted with ethyl acetate andthe diluted mixture was washed with water and with a saturated aqueoussolution of sodium chloride, in that order. The organic phase was driedover anhydrous sodium sulfate, and the solvent was removed bydistillation under reduced pressure. The resulting residue was purifiedby column chromatography through 100 g of silica gel, using a 1:4 byvolume mixture of ethyl acetate and hexane as the eluent, to give 781 mg(yield 65%) of the title compound as a foam-like material.

Infrared Absorption Spectrum (film), ν_(max) cm⁻¹ : 3260, 1651, 1518,1480, 1457, 1364, 1256, 1096, 1071, 754.

EXAMPLE 209N-{2-t-Butyl-5-[5-cyclohexyl-2-(hydroxymethyl)pentyl]phenyl}-2-(9H-xanthen-9-yl)acetamide(Compound No. 1-1979)

A solution of 1.54 g (2.30 mmol) ofN-[2-t-butyl-5-(5-cyclohexyl-2-benzyloxymethyl-1-pentenyl)phenyl]-2-(9H-xanthen-9-yl)acetamide(prepared as described in Example 208) in 15 ml of ethanol wasvigorously stirred in a stream of hydrogen in the presence of 1.54 g of10% w/w palladium-on-charcoal at room temperature for 4 hours and 20minutes and then at 40° C. for 2 hours. At the end of this time, thereaction mixture was filtered, and the filtrate was concentrated bydistillation under reduced pressure. The concentrate was purified bycolumn chromatography through 75 g of silica gel, using a 2:3 by volumemixture of ethyl acetate and hexane as the eluent. Fractions containingthe desired compound together with a small amount of impurities werecombined and concentrated by distillation under reduced pressure. Theconcentrate was again purified by column chromatography under the sameconditions as above, to give 1.19 g (yield 90%) of the title compound asa foam-like material.

Infrared Absorption Spectrum (film), ν_(max) cm⁻¹ : 3400, 3270, 1653,1522, 1480, 1459, 1256, 1032, 909, 758.

EXAMPLE 210N-[2-t-Butyl-5-(7-cyclohexyl-2-benzyloxymethyl-1-heptenyl)phenyl]-2-(9H-xanthen-9-yl)acetamide(Compound No. 1-1957)

Following a procedure similar to that described in Example 208, butusing 1-benzyloxy-7-cyclohexyl-2-heptanone as a starting material, in arelative amount similar to that used in that Example, the title compoundwas obtained as crystals, melting at 110° C. (after recrystallizationfrom a mixture of ethyl acetate and hexane).

Infrared Absorption Spectrum (KBr) νmax cm-1: 3222, 2925, 2853, 1641,1536, 1481, 1457, 1258, 964, 759, 753.

EXAMPLE 211N-{2-t-Butyl-5-[7-cyclohexyl-2-(hydroxymethyl)heptyl]phenyl}-2-(9H-xanthen-9-yl)acetamide(Compound No. 1-1982)

Following a procedure similar to that described in Example 209, butusingN-[2-t-butyl-5-(7-cyclohexyl-2-benzyloxymethyl-1-heptenyl)phenyl]-2-(9H-xanthen-9-yl)acetamide(prepared as described in Example 210) as a starting material, in arelative amount similar to that used in that Example, the title compoundwas obtained as a foam-like material.

Infrared Absorption Spectrum (KBr) νmax cm-1: 3396, 3269, 2923, 2851,1655, 1523, 1481, 1458, 1256, 758.

EXAMPLE 212N-[2-t-Butyl-5-(4-cyclohexyl-2-benzyloxymethyl-1-butenyl)phenyl]-2-(9H-xanthen-9-yl)acetamide(Compound No. 1-1954)

Following a procedure similar to that described in Example 208, butusing 1-benzyloxy-4-cyclohexyl-2-butanone as a starting material, in arelative amount similar to that used in that Example, the title compoundwas obtained as an oil.

Infrared Absorption Spectrum (liquid film), ν_(max) cm⁻¹ : 2922, 2851,1643, 1576, 1514, 1479, 1456, 1410, 1365, 1255.

EXAMPLE 213N-[2-t-Butyl-5-(4-cyclohexyl-2-(hydroxymethyl)butyl]phenyl]-2-(9H-xanthen-9-yl)acetamide(Compound No. 1-1977)

Following a procedure similar to that described in Example 209, butusingN-[2-t-butyl-5-(4-cyclohexyl-2-benzyloxymethyl-1-butenyl)phenyl]-2-(9H-xanthen-9-yl)acetamide(prepared as described in Example 212) as a starting material, in arelative amount similar to that used in that Example, the title compoundwas obtained as a foam-like material.

Infrared Absorption Spectrum (KBr) νmax cm-1: 2922, 2851, 1655, 1578,1560, 1524, 1479, 1458, 1419, 1363, 1255.

EXAMPLE 214N-{2-t-Butyl-5-[4-cyclohexyloxy-2-(hydroxymethyl)butyl]phenyl}-2-(9H-xanthen-9-yl)acetamide(Compound No. 1-2186)

Following a procedure similar to that described in Example 208,1-benzyloxy-4-cyclohexyloxy-2-butanone (prepared as described inPreparation 37) was subjected to Wittig reaction. The resulting productwas then reacted in a similar manner to that described in Example 209,to give the title compound as a foam-like material.

Infrared Absorption Spectrum (film), ν_(max) cm⁻¹ : 3260, 1653, 1522,1480, 1459, 1364, 1256, 1096, 1034, 760.

EXAMPLE 215N-[2-t-Butyl-5-(4-cyclohexyloxy-3-hydroxybutyl)phenyl]-2-(9H-xanthen-9-yl)acetamide(Compound No. 1-2387)

Following a procedure similar to that described in Example 40, but usingN-[2-t-butyl-5-(4-cyclohexyloxy-3-t-butyldimethylsilyloxybutyl)phenyl]-2-(9H-xanthen-9-yl)acetamide(prepared by a procedure similar to that described in Preparation 11) asa starting material, in a relative amount similar to that used in thatExample, the title compound was obtained as a foam-like material.

Infrared Absorption Spectrum (KBr) νmax cm-1: 3270, 2932, 1655, 1522,1481, 1458, 1256, 1118, 1096, 760.

EXAMPLE 216N-[2-t-Butyl-5-(5-cyclohexyloxy-3-benzyloxy-1-pentenyl)phenyl]-2-(9H-xanthen-9-yl)acetamide(Compound No. 1-1945)

Following a procedure similar to that described in Example 208, butusing 1-benzyloxy-4-cyclohexyloxybutanal (prepared as described inPreparation 38) as a starting material, in a relative amount similar tothat used in that Example, the title compound was obtained as afoam-like material.

Infrared Absorption Spectrum (film), ν_(max) cm⁻¹ : 1655, 1520, 1480,1459, 1364, 1256, 1096, 758.

EXAMPLE 217N-[2-t-Butyl-5-(5-cyclohexyloxy-3-hydroxypentyl)phenyl]-2-(9H-xanthen-9-yl)acetamide(Compound No. 1-2390)

Following a procedure similar to that described in Example 209,N-[2-t-butyl-5-(5-cyclohexyloxy-3-benzyloxy-1-pentenyl)phenyl]-2-(9H-xanthen-9-yl)acetamide(prepared as described in Example 216) was reduced, to give the titlecompound as a foam-like material.

Infrared Absorption Spectrum (film), ν_(max) cm⁻¹ : 3250, 1655, 1522,1480, 1459, 1364, 1256, 1190, 1094, 758.

EXAMPLE 218N-[2-t-Butyl-5-(4-cyclohexylmethyloxy-3-hydroxybutyl)phenyl]-2-(9H-xanthen-9-yl)acetamide(Compound No. 1-2388) andN-{2-t-butyl-5-[3-cyclohexylmethyloxy-3-(hydroxymethyl)propyl]phenyl}-2-(9H-xanthen-9-yl)acetamide(Compound No. 1-2189)

(i) 4 μl of boron trifluoride etherate were added to a solution of 73 mg(0.165 mmol) ofN-[2-t-butyl-5-[2-(oxiran-2-yl)ethyl]-2-(9H-xanthen-9-yl)acetamide(prepared as described in Preparation 39) and 41 mg (0.359 mmol) ofcyclohexylmethanol in 2 ml of methylene chloride, and the resultingmixture was stirred for 4 hours and 40 minutes. At the end of this time,it was concentrated by evaporation under reduced pressure. The colorlessoil thus obtained as a residue was dissolved in 2 ml of ethyl acetate.0.2 ml of pyridine and 0.1 ml of acetic anhydride were added to thesolution, and the resulting mixture was allowed to stand for 45 minutes.The reaction mixture was then diluted with ethyl acetate, and thediluted mixture was washed with 2N aqueous hydrochloric acid, withwater, with a saturated aqueous solution of sodium hydrogencarbonate andwith a saturated aqueous solution of sodium chloride, in that order. Theorganic phase was dried over anhydrous magnesium sulfate, and thesolvent was removed by distillation under reduced pressure. Theresulting residue was purified by column chromatography through 10 g ofsilica gel, using a 1:3 by volume mixture of ethyl acetate and hexane asthe eluent, to give 62 mg (yield 63%) of an acetyl derivative mixturecomprising Compound No. 1-2388 and Compound No. 1-2189 as a gummymaterial.

(ii) 15 mg (0.28 mmol) of sodium methoxide were added to a solution of72 mg (0.12 mmol) of the product mixture obtained as described in step(i) above in 2 ml of methanol, and the resulting mixture was stirred at50° C. for 70 minutes. At the end of this time, the reaction mixture wasconcentrated by evaporation under reduced pressure, and the concentratewas diluted with ethyl acetate. The diluted mixture was washed with asaturated aqueous solution of ammonium chloride and with a saturatedaqueous solution of sodium chloride, in that order. The organic phasewas dried over anhydrous magnesium sulfate, and the solvent was removedby distillation under reduced pressure. The resulting residue waspurified by column chromatography through 40 g of silica gel, using a2:3 by volume mixture of ethyl acetate and hexane as the eluent, to givea mixture comprising a less polar compound which was Compound No. 1-2388and a more polar compound which was Compound No. 1-2189. The mixture wasseparated and purified by column chromatography under the sameconditions as above, to give 44 mg (yield 66%) of Compound No. 1-2388and 20 mg (yield 30%) of Compound No. 1-2189, respectively, both asgummy materials.

Infrared Absorption Spectrum (liquid film), ν_(max) cm⁻¹ : (Compound No.1-2388) 3390, 3270, 1653, 1522, 1480, 1458, 1256, 1121, 909, 758;(Compound No. 1-2189) 3400, 3270, 1653, 1522, 1480, 1458, 1256, 1117,909, 758.

EXAMPLE 219N-{2-t-Butyl-5-[4-(2-cyclohexylethoxy)-3-hydroxybutyl]phenyl}-2-(9H-xanthen-9-yl)acetamide(Compound No. 1-2389)

Following a procedure similar to that described in Example 218, butusing 2-cyclohexylethanol as a starting material, in a relative amountsimilar to that used in that Example, the title compound was obtained asa glassy material.

Infrared Absorption Spectrum (film), ν_(max) cm⁻¹ : 3270, 1655, 1522,1480, 1459, 1256, 1094, 758.

EXAMPLE 220α-(S)-1-(2-{4-t-Butyl-3-[2-(9H-xanthen-9-yl)acetamido]phenyl}ethyl)-2-cyclohexylethylL-aspartate hydrochloride (Compound No. 1-1548)

Following a procedure similar to that described in Preparation 25, butusing the dichlorohexylamine salt of α-t-butylN-t-butoxycarbonyl-L-aspartate and(S)-N-[2-t-butyl-5-(4-cyclohexyl-3-hydroxybutyl)phenyl]-2-(9H-xanthen-9-yl)acetamide(prepared as described in Example 102 ) as starting materials, inrelative proportions similar to those used in that Example, the freebase corresponding to the title compound was obtained. 3 ml of a 4Nsolution of hydrogen chloride in dioxane were added to 292 mg (0.366mmol) of the free base, and the resulting mixture was allowed to standat room temperature for 20 hours. At the end of this time, the solventwas removed by distillation under reduced pressure, and 198 mg of thetitle compound were obtained as a foam-like material.

Infrared Absorption Spectrum (film), ν_(max) cm⁻¹ : 3240, 1746, 1651,1518, 1482, 1459, 1254, 909, 760.

EXAMPLE 221 L-Lysineα-(S)-1-(2-{4-t-butyl-3-[2-(9H-xanthen-9-yl)acetamido]phenyl}ethyl)-2-cyclohexylethylester dihydrochloride (Compound No. 1-1549)

Following a procedure similar to that described in Preparation 25, butusing the dicyclohexylamine salt of N,N'-di-t-butoxycarbonyl-L-lysineand(S)-N-[2-t-butyl-5-(4-cyclohexyl-3-hydroxybutyl)phenyl]-2-(9H-xanthen-9-yl)acetamide(prepared as described in Example 102) as starting materials, inrelative proportions similar to those used in that Example, an L-lysineester derivative was obtained. This was deprotected in a similar mannerto that described in Example 220, to give the title compound as afoam-like material.

Infrared Absorption Spectrum (film), ν_(max) cm⁻¹ : 3420, 1740, 1642,1526, 1482, 1457, 1256, 760.

EXAMPLE 222 υ-L-Glutamineα-(S)-1-(2-{4-t-butyl-3-[2-(9H-xanthen-9-yl)acetamido]phenyl}ethyl)-2-cyclohexylethylester hydrochloride (Compound No. 1-1550)

Following a procedure similar to that described in Preparation 25, butusingN-[2-t-butyl-5-(4-cyclohexyl-3-hydroxybutyl)phenyl]-2-(9H-xanthen-9-yl)acetamide(prepared as described in Example 12) and α-benzylN-benzyloxycarbonyl-L-glutamate, a glutamate derivative was obtained.293 mg (0.333 mmol) of this glutamate derivative were dissolved in 10 mlof methanol, and then 0.88 ml of a solution prepared by diluting a 4Nsolution of hydrogen chloride in dioxane with methanol to ten times itsoriginal volume. The resulting mixture was vigorously stirred in anatmosphere of hydrogen and in the presence of 60 mg of 10% w/wpalladium-on-charcoal for 1 hour. At the end of this time, the catalystwas filtered off and washed with methanol. The filtrate and the washingswere combined and the solvent was removed by distillation under reducedpressure, to give 220 mg of the title compound as a foam-like material.

Infrared Absorption Spectrum (film), ν_(max) cm⁻¹ : 3230, 1732, 1651,1520, 1480, 1458, 1418, 1256, 758.

EXAMPLE 223α-1-(2-{4-t-Butyl-3-[2-(9H-xanthen-9-yl)acetamido]phenyl}ethyl)-2-cyclohexylethylcarboxymethylthioacetate (Compound No. 1-1551)

A solution of 200 mg ofN-[2-t-butyl-5-(4-cyclohexyl-3-{9-[(benzyloxycarbonyl)methylthio]acetoxy}butyl)phenyl]-2-(9H-xanthen-9-yl)acetamide(prepared as described in Preparation 40) in 10 ml of methanol was mixedwith 0.44 ml of formic acid, and the resulting mixture was vigorouslystirred whilst heating at 50° C. for 3 hours in the presence of 200 mgof palladium black. At the end of this time, the reaction mixture wasallowed to cool to room temperature. The reaction mixture was thenfiltered using a Celite (trade mark) filter aid and the catalyst waswashed with methanol. The filtrate and the washings were combined andthe solvent was removed by distillation under reduced pressure. Theresulting residue was purified by column chromatography through 10 g ofsilica gel, using a gradient elution method, with mixtures of methylenechloride and methanol ranging from 100:5 to 100:15 by volume as theeluent, to give 121 mg (yield 69%) of the title compound as a foam-likematerial.

Infrared Absorption Spectrum (KBr) ν_(max) cm⁻¹ : 2923, 1726, 1652,1602, 1577, 1481, 1458, 1416, 1256, 760.

EXAMPLE 224 Sodium salt ofα-1-(2-{4-t-butyl-3-[2-9H-xanthen-9-yl)acetamido]phenyl}ethyl)-2-cyclohexylethylcarboxymethylthioacetate (Compound No. 1-1552)

Following a procedure similar to that described in Example 70, but usingα-1-(2-{4-t-butyl-3-[2-(9H-xanthen-9-yl)acetamido]phenyl}ethyl)-2-cyclohexylethylcarboxymethylthioacetate (prepared as described in Example 223) as astarting material, in a relative proportion similar to that used in thatExample, the title compound was obtained.

Infrared Absorption Spectrum (KBr) ν_(max) cm⁻¹ : 2923, 1722, 1641,1602, 1481, 1457, 1393, 1292, 1257, 760.

EXAMPLE 225α-1-(2-{4-t-Butyl-3-[2-(9H-xanthen-9-yl)acetamido]phenyl}ethyl)-2-cyclohexylethylcarboxymethylsulfonylacetate (Compound No. 1-1553)

Following a procedure similar to that described in Example 223, butusingN-[2-t-butyl-5-(4-cyclohexyl-3-}2-[(benzyloxycarbonyl)methylsulfonyl]acetoxy}butyl)phenyl]-2-(9H-xanthen-9-yl)acetamide(prepared as described in Preparation 41), the title compound wasobtained as a foam-like material.

Infrared Absorption Spectrum (KBr) ν_(max) cm⁻¹ : 2925, 1733, 1633,1480, 1458, 1398, 1320, 1255, 760.

EXAMPLE 226 Sodium salt ofα-1-(2-{4-t-butyl-3-[2-(9H-xanthen-9-yl)acetamido]phenyl}ethyl)-2-cyclohexylethylcarboxymethylsulfonylacetate (Compound No. 1-1554)

Following a procedure similar to that described in Example 70, but usingα-1-(2-{4-t-butyl-3-[2-(9H-xanthen-9-yl)acetamido]phenyl}ethyl)-2-cyclohexylethylcarboxymethylsulfonylacetate (prepared as described in Example 225) as astarting material, in a relative proportion similar to that used in thatExample, the title compound was obtained as a foam-like material.

Infrared Absorption Spectrum (KBr) ν_(max) cm⁻¹ : 2924, 1732, 1641,1480, 1458, 1383, 1318, 1256, 760.

EXAMPLE 227α-1-(2-{4-t-Butyl-3-[2-(9H-xanthen-9-yl)acetamido]phenyl}ethyl)-2-cyclohexylethylcarboxymethylsulfinylacetate (Compound No. 1-1555)

Following a procedure similar to that described in Example 223, butusingN-[2-t-butyl-5-(4-cyclohexyl-3-{2-[(benzyloxycarbonyl)methylsulfinyl]acetoxy}butyl)phenyl]-2-(9H-xanthen-9-yl)acetamide(prepared as described in Preparation 41) as a starting material, in arelative proportion similar to that used in that Example, the titlecompound was obtained as a foam-like material.

Infrared Absorption Spectrum (KBr) ν_(max) cm⁻¹ : 2923, 1729, 1605,1481, 1458, 1414, 1385, 1298, 1256, 1034, 760.

EXAMPLE 228 Sodium salt ofα-1-(2-{4-t-butyl-3-[2-(9H-xanthen-9-yl)acetamido]phenyl}ethyl)-2-cyclohexylethylcarboxymethylsulfinylacetate (Compound No. 1-1556)

Following a procedure similar to that described in Example 70, but usingα-1-(2-{4-t-butyl-3-[2-(9H-xanthen-9-yl)acetamido]phenyl}ethyl)-2-cyclohexylethylcarboxymethylsulfinylacetate (prepared as described in Example 227), thetitle compound was obtained as a foam-like material.

Infrared Absorption Spectrum (KBr) ν_(max) cm⁻¹ : 2852, 1727, 1640,1615, 1481, 1458, 1384, 1295, 1257, 1033, 760.

EXAMPLE 229α-1-(2-{4-t-Butyl-3-[2-(9H-xanthen-9-yl)acetamido]phenyl}ethyl)-2-cyclohexylethyl4-(morpholinomethyl)benzoate (Compound No. 1-1557)

Following a procedure similar to that described in Preparation 25, butusingN-[2-t-butyl-5-(4-cyclohexyl-3-hydroxybutyl)phenyl]-2-(9H-xanthen-9-yl)acetamide(prepared as described in Example 12) and 4-morpholinomethylbenzoic acidas starting materials, in relative proportions similar to those used inthat Example, the title compound was obtained as crystals, melting at123°-125° C. (after recrystallisation from diisopropyl ether).

Infrared Absorption Spectrum (KBr) ν_(max) cm⁻¹ : 1713, 1650, 1480,1457, 1274, 1258, 1116, 1097, 869, 758.

EXAMPLE 230N-[2-t-Butyl-5-(3-carboxymethoxycarbonyloxy-4-cyclohexylbutyl)phenyl]-2-(9H-xanthen-9-yl)acetamide(Compound No. 1-1558)

Following a procedure similar to that described in Example 79,N-{2-t-butyl-5-[3-(benzyloxycarbonyl)methoxycarbonyloxy-4-cyclohexylbutyl)phenyl]-2-(9H-xanthen-9-yl)acetamide(prepared as described in Preparation 42) was debenzylated, to give thetitle compound as crystals, melting at 143°-145° C. (afterrecrystallisation from a mixture of ethyl acetate and hexane).

Infrared Absorption Spectrum (KBr) ν_(max) cm⁻¹ : 2924, 2852, 1745,1629, 1481, 1458, 1366, 1255, 1118, 1097, 760.

EXAMPLE 231 Sodium salt ofN-[2-t-butyl-5-(3-carboxymethoxycarbonyloxy-4-cyclohexylbutyl)phenyl-2-(9H-xanthen-9-yl)acetamide(Compound No. 1-1559)

Following a procedure similar to that described in Example 70, but usingN-[2-t-butyl-5-(3-carboxymethoxycarbonyloxy-4-cyclohexylbutyl)phenyl]-2-(9H-xanthen-9-yl)acetamide(prepared as described in Example 230) as a starting material, in arelative proportion similar to that used in that Example, the titlecompound was obtained as a powder.

Infrared Absorption Spectrum (KBr) ν_(max) cm⁻¹ : 2924, 2852, 1742,1626, 1577, 1518, 1481, 1458, 1423, 1257, 760.

EXAMPLE 232N-{2-t-Butyl-5-[3-(4-carboxymethylphenoxy)carbonyloxy-4-cyclohexylbutyl)phenyl]-2-(9H-xanthen-9-yl)acetamide(Compound No. 1-1560)

Following a procedure similar to that described in Preparation 42, butusing 4-(benzyloxycarbonyl)methylphenol andN-[2-t-butyl-5-(4-cyclohexyl-3-hydroxybutyl)phenyl]-2-(9H-xanthen-9-yl)acetamide(prepared as described in Example 12) as starting materials, in relativeproportions similar to those used in that Example, a carbonatederivative was obtained. This was then debenzylated in a similar mannerto that described in Example 79, to give the title compound as afoam-like material.

Infrared Absorption Spectrum (KBr) ν_(max) cm⁻¹ : 2924, 2853, 1757,1710, 1509, 1481, 1458, 1255, 1218, 1193.

EXAMPLE 233 Sodium salt ofN-{2-t-butyl-5-[3-(4-carboxymethylphenoxy)carbonyloxy-4-cyclohexylbutyl)phenyl]-2-(9H-xanthen-9-yl)acetamide(Compound No. 1-1561)

Following a procedure similar to that described in Example 70, but usingN-{2-t-butyl-5-[3-(4-carboxymethylphenoxy)carbonyloxy-4-cyclohexylbutyl)phenyl]-2-(9H-xanthen-9-yl)acetamide(prepared as described in Example 232) as a starting material, in arelative proportion similar to that used in that Example, the titlecompound was obtained as a powder.

Infrared Absorption Spectrum (KBr) ν_(max) cm⁻¹ : 2924, 2852, 1756,1657, 1600, 1577, 1509, 1481, 1458, 1256, 1217, 1198.

EXAMPLE 234N-{2-t-Butyl-5-[3-(1-carboxyethoxy)carbonyloxy-4-cyclohexylbutyl]phenyl}-2-(9H-xanthen-9-yl)acetamide(Compound No. 1-1562)

Following a procedure similar to that described in Preparation 42, butusing benzyl L-lactate andN-[2-t-butyl-5-(4-cyclohexyl-3-hydroxybutyl)phenyl]-2-(9H-xanthen-9-yl)acetamide(prepared as described in Example 12) as starting materials, in relativeproportions similar to those used in that Example, a carbonatederivative was obtained. This was then debenzylated in a similar mannerto that described in Example 79, to give the title compound as afoam-like material.

Infrared Absorption Spectrum (KBr) ν_(max) cm⁻¹ : 1744, 1480, 1458,1259, 761.

EXAMPLE 235 Sodium salt of N-552-t-butyl-5-[3-(1-carboxyethoxy)carbonyloxy-4-cyclohexylbutyl]phenyl}-2-(9H-xanthen-9-yl)acetamide(Compound No. 1-1563)

Following a procedure similar to that described in Example 70, but usingN-{2-t-butyl-5-[3-(1-carboxyethoxy)carbonyloxy-4-cyclohexylbutyl]phenyl}-2-(9H-xanthen-9-yl)acetamide (prepared as described in Example 234) as a starting material,in a relative proportion similar to that used in that Example, the titlecompound was obtained as a powder.

Infrared Absorption Spectrum (KBr) ν_(max) cm⁻¹ : 3270, 1728, 1614,1577, 1522, 1481, 1458, 1415, 1366, 1259.

EXAMPLE 236N-{2-t-Butyl-5-[3-(5-methyl-2-oxo-1,3-dioxolen-4-yl)methoxycarbonyloxy-4-cyclohexylbutyl]phenyl}-2-(9H-xanthen-9-yl)acetamide(Compound No. 1-1564)

Following a procedure similar to that described in Preparation 42, butusing (5-methyl-2-oxo-1,3-dioxolen-4-yl)methyl alcohol andN-[2-t-butyl-5-(4-cyclohexyl-3-hydroxybutyl)phenyl]-2-(9H-xanthen-9-yl)acetamide(prepared as described in Example 12) as starting materials, in relativeproportions similar to those used in that Example, the title compoundwas obtained as a foam-like material.

Infrared Absorption Spectrum (KBr) ν_(max) cm⁻¹ : 1822, 1745, 1657,1480, 1458, 1257, 1226, 788, 761.

EXAMPLE 237N-(2-t-Butyl-5-{3-[2-(1-imidazolyl)acetoxy]-4-cyclohexylbutyl}phenyl)-2-(9H-xanthen-9-yl)acetamidehydrochloride (Compound No. 1-1565)

237 (i)N-(2-t-Butyl-5-{3-[2-(1-imidazolyl)acetoxy]-4cyclohexylbutyl}phenyl)-2-(9H-xanthen-9-yl)acetamide

A suspension comprising 422 mg (0.80 mmol) ofN-[2-t-butyl-5-(4-cyclohexyl-3-hydroxybutyl)phenyl]-2-(9H-xanthen-9-yl)acetamide(prepared as described in Example 12), 311 mg (1.51 mmol) ofdicyclohexylcarbodiimide, 142 μl (1.76 mmol) of pyridine, 20 mg (0.16mmol) of 4-(N,N-dimethylamino)pyridine and 156 mg (0.96 mmol) of2-(1-imidazolyl)acetic acid hydrochloride in 10 ml of methylene chloridewas stirred for 3 days. At the end of this time, insoluble materialswere filtered off, and the filtrate was washed with water and with asaturated aqueous solution of sodium chloride, in that order, afterwhich it was dried over anhydrous sodium sulfate. The solvent was thenremoved by distillation under reduced pressure. The resulting residuewas purified by column chromatography through 75 g of silica gel, usinga 1:4 by volume mixture of ethyl acetate and hexane as the eluent, togive 507 mg (a quantitative yield) of the title compound as a colorlessfoam-like material.

Infrared Absorption Spectrum (KBr) ν_(max) cm⁻¹ : 2926, 2853, 1748,1655, 1510, 1480, 1458, 1256, 1080, 758, 731.

237 (ii)N-(2-t-Butyl-5-{3-[2-(1-imidazolyl)acetoxy]-4-cyclohexylbutyl}phenyl)-2-(9H-xanthen-9-yl)acetamidehydrochloride

200 μl of a 4N dioxane solution of hydrogen chloride were added to asolution of 339 mg (0.54 mmol) ofN-(2-t-butyl-5-{3-[2-(1-imidazolyl)acetoxy]-4-cyclohexylbutyl}phenyl)-2-(9H-xanthen-9-yl)acetamide[prepared as described in step (i) above] in 3 ml of diethyl ether, andthe crystals which precipitated were collected by filtration and washedwith diethyl ether. The crystals were purified by high performanceliquid chromatography through ODS (120 A, φ30 mm×250 mm) using a 3:1 byvolume mixture of acetonitrile and water as the eluent, to give a gel.This gel was crystallized by trituration with diethyl ether, to give 170mg (yield 85%) of the title compound as colorless crystals, melting at125°-133° C.

Infrared Absorption Spectrum (KBr) ν_(max) cm⁻¹ : 2924, 2853, 1746,1655, 1576, 1522, 1482, 1459, 1258, 1230, 758.

EXAMPLES 238 to 243

The procedure described in Preparation 25 was repeated, except that thecorresponding compound prepared as described in Example 213, 209 or 211was used as a starting material, in a relative amount similar to thatused in that Preparation, to obtain the corresponding benzyl esterderivative, which was then debenzylated in a similar manner to thatdescribed in Example 79, to afford the compounds of Examples 238, 240and 242). The compounds of Examples 238, 240 and 242 were then convertedto their sodium salts following a procedure similar to that described inExample 70 (Examples 239, 241 and 243). Details are as given in thefollowing Table 10. The abbreviations are as previously explained.

                  TABLE 10                                                        ______________________________________                                                                  m.p.                                                Ex.No.                    (solvents)                                                                             IR spectrum (KBr)                          (Cpd. No.)                                                                             n     R.sup.3                                                                              R   °C.                                                                             (cm.sup.-1)                                ______________________________________                                        238      2     tBu    H   Foam     2924, 2851, 1736,                          (1-2344)                           1718, 1655, 1608,                                                             1524, 1479, 1458,                                                             1419, 1254, 1165                           239      2     tBu    Na  Foam     2922, 2851, 1726,                          (1-2359)                           1656, 1578, 1524,                                                             1479, 1458, 1416,                                                             1362, 1300, 1255,                                                             1167                                       240      3     tBu    H   Foam     3270, 1734, 1715,                          (1-2345)                           1636, 1480, 1459,                                                             1254, 1167, 760,                                                              733                                        241      3     tBu    Na  Foam     3245, 1723, 1655,                          (1-2363)                           1576, 1482, 1459,                                                             1414, 1256, 1175,                                                             758                                        242      5     tBu    H   Foam     2924, 2852, 1737,                          (1-2347)                           1713, 1651, 1481,                                                             1458, 1254, 1166,                                                             760                                        243      5     tBu    Na  Foam     2923, 2852, 1729,                          (1-2365)                           1657, 1578, 1481,                                                             1458, 1417, 1255,                                                             1189, 1167, 759                            ______________________________________                                    

EXAMPLE 244N-(2-t-Butyl-5-{3-[2-(carboxymethoxy)acetoxy]-4-cyclohexylbutyl}phenyl)-2-(9H-xanthen-9-yl)acetamide(Compound No. 1-1566).

Following a procedure similar to that described in Preparation 25, butusingN-[2-t-butyl-5-(4-cyclohexyl-3-hydroxybutyl)phenyl]-2-(9H-xanthen-9-yl)acetamide(prepared as described in Example 12) and2-(benzyloxycarbonylmethoxy)acetic acid as starting materials, inrelative proportions similar to those used in that Example, a benzylester derivative was obtained. This was then debenzylated in a similarmanner to that described in Example 79, to give the title compound as afoam-like material.

Infrared Absorption Spectrum (KBr) ν_(max) cm⁻¹ :. 1744, 1652, 1480,1458, 1253, 1217, 1142, 760.

EXAMPLE 245 Sodium salt ofN-(2-t-butyl-5-{3-[2-(carboxymethoxy)acetoxy]-4-cyclohexylbutyl}phenyl)-2-(9H-xanthen-9-yl)acetamide(Compound No. 1-1567)

Following a procedure similar to that described in Example 70, but usingN-(2-t-butyl-5-{3-[2-(carboxymethoxy)acetoxy]-4-cyclohexylbutyl}phenyl)-2-(9H-xanthen-9-yl)acetamide(prepared as described in Example 244) as a starting material, in arelative proportion similar to that used in that Preparation, the titlecompound was obtained as a powder.

Infrared Absorption Spectrum (KBr) ν_(max) cm⁻¹ : 3249, 1741, 1642,1615, 1577, 1523, 1481, 1458, 1421, 1365, 1338, 1300, 1255, 1137.

EXAMPLE 246 (S)-1-(2-{4-t-Butyl-3-[2-(9H-xanthen-9-yl)acetamido]phenyl}ethyl)-4-cyclohexylbutyl hydrogensuccinate (Compound No. 1-1127)

Following a procedure similar to that described in Preparation 25, butusing(S)-N-[2-t-butyl-5-(6-cyclohexyl-3-hydroxyhexyl)phenyl]-2-(9H-xanthen-9-yl)acetamide(prepared as described in Example 189) as a starting material, in arelative proportion similar to that used in that Example, a benzyl esterderivative was obtained. This was debenzylated in a similar manner tothat described in Example 79, to give the title compound as a foam-likematerial.

Infrared Absorption Spectrum (KBr) ν_(max) cm⁻¹ : 1732, 1713, 1656,1480, 1458, 1253, 1167, 760.

EXAMPLE 247 Sodium(S)-1-(2-{4-t-butyl-3-[2-(9H-xanthen-9-yl)acetamido]phenyl}ethyl)-4-cyclohexylbutylsuccinate (Compound No. 1-1120)

Following a procedure similar to that described in Example 70, but using(S)-1-(2-{4-t-butyl-3-[2-(9H-xanthen-9-yl)acetamido]phenyl}ethyl)-4-cyclohexylbutylhydrogen succinate (prepared as described in Example 246) as a startingmaterial, in a relative proportion similar to that used in that Example,the title compound was obtained as a powder.

Infrared Absorption Spectrum (KBr) ν_(max) cm⁻¹ : 3270, 1726, 1656,1578, 1524, 1481, 1458, 1415, 1365, 1301, 1256.

EXAMPLE 248(R)-1-(2-{4-t-Butyl-3-[2-(9H-xanthen-9-yl)acetamido]phenyl}ethyl]-4-cyclohexylbutylhydrogen succinate (Compound No. 1-1127)

Following a procedure similar to that described in Example 79,(R)-1-(2-{4-t-butyl-3-[2-(9H-xanthen-9-yl)acetamido]phenyl}ethyl)-2-cyclohexylethylbenzyl succinate (prepared as described in Preparation 25) wasdebenzylated, to give the title compound as a foam-like material.

Infrared Absorption Spectrum (KBr) ν_(max) cm⁻¹ : 1733, 1713, 1655,1480, 1458, 1253, 1166, 760.

EXAMPLE 249 Sodium(R)-1-(2-{4-t-butyl-3-[2-(9H-xanthen-9-yl)acetamido]phenyl}ethyl)-4-cyclohexylbutylsuccinate (Compound No. 1-1120)

Following a procedure similar to that described in Example 70, but using(R)-1-(2-{4-t-butyl-3-[2-(9H-xanthen-9-yl)acetamido]phenyl}ethyl]-4-cyclohexylbutylhydrogen succinate (prepared as described in Example 248) as a startingmaterial, in a relative proportion similar to that used in that Example,the title compound was obtained as a powder.

Infrared Absorption Spectrum (KBr) ν_(max) cm⁻¹ : 3270, 1728, 1656,1577, 1523, 1481, 1458, 1416, 1365, 1301, 1255.

EXAMPLE 250(S)-1-(2-{4-t-Butyl-3-[2-(9H-xanthen-9-yl)acetamido]phenyl}ethyl)-5-cyclohexylpentylhydrogen succinate (Compound No. 1-1136)

Following a procedure similar to that described in Preparation 25, butusing(S)-N-[2-t-butyl-5-(7-cyclohexyl-3-hydroxyheptyl)phenyl]-2-(9H-xanthen-9-yl)acetamide(prepared as described in Example 191) as a starting material, in arelative proportion similar to that used in that Example, a benzyl esterderivative was obtained. This was then debenzylated in a similar mannerto that described in Example 79, to give the title compound as crystals,melting at 93°-95° C. (after recrystallisation from hexane).

Infrared Absorption Spectrum (KBr) ν_(max) cm⁻¹ : 1732, 1713, 1610,1480, 1458, 1252, 1166, 760.

EXAMPLE 251 Sodium(S)-1-(2-{4-t-butyl-3-[2-(9H-xanthen-9-yl)acetamido]phenyl}ethyl)-5-cyclohexlpentylsuccinate (Compound No. 1-1129)

Following a procedure similar to that described in Example 70, but using(S)-1-(2-{4-t-butyl-3-[2-(9H-xanthen-9-yl)acetamido]phenyl}ethyl)-5-cyclohexylpentylhydrogen succinate (prepared as described in Example 250) as a startingmaterial, in a relative proportion similar to that used in that Example,the title compound was obtained as a powder.

Infrared Absorption Spectrum (KBr) ν_(max) cm⁻¹ : 3274, 1726, 1656,1578, 1523, 1481, 1458, 1416, 1365, 1300, 1256.

EXAMPLE 252(R)-1-(2-{4-t-Butyl-3-[2-(9H-xanthen-9-yl)acetamido]phenyl}ethyl)-5-cyclohexylpentylhydrogen succinate (Compound No. 1-1136)

Following a procedure similar to that described in Preparation 25, butusing(R)-N-[2-t-butyl-5-(7-cyclohexyl-3-hydroxyheptyl)phenyl]-2-(9H-xanthen-9-yl)acetamide(prepared as described in Example 192) as a starting material, in arelative proportion similar to that used in that Preparation, a benzylester derivative was obtained. This was debenzylated in a similar mannerto that described in Example 79, to give the title compound as crystals,melting at 95°-97° C. (after recrystallisation from hexane).

Infrared Absorption Spectrum (KBr) ν_(max) cm⁻¹ : 1732, 1712, 1627,1480, 1457, 1251, 1221, 1165, 752.

EXAMPLE 253 Sodium(R)-1-(2-{4-t-butyl-3-[2-(9H-xanthen-9-yl)acetamido]phenyl}ethyl)-5-cyclohexylpentylsuccinate (Compound. No. 1-1129)

Following a procedure similar to that described in Example 70, but using(R)-1-(2-{4-t-butyl-3-[2-(9H-xanthen-9-yl)acetamido]phenyl}ethyl)-5-cyclohexylpentylhydrogen succinate (prepared as described in Example 252) as a startingmaterial, in a relative proportion similar to that used in that Example,the title compound was obtained as a powder.

Infrared Absorption Spectrum (KBr) ν_(max) cm⁻¹ : 3273, 1727, 1656,1578, 1523, 1481, 1458, 1416, 1365, 1300, 1255.

EXAMPLE 254N-{2-t-Butyl-5-[3-(4-carboxymethylbenzoyloxy)-4-cyclohexylbutyl]phenyl}-2-(9H-xanthen-9-yl)acetamide(Compound No. 1-1568)

Following a procedure similar to that described in Example 79,N-(2-t-butyl-5-{3-[(4-benzyloxycarbonylmethyl)benzoyloxy]-4-cyclohexylbutyl}phenyl)-2-(9H-xanthen-9-yl)acetamide(prepared as described in Preparation 44) was debenzylated, to give thetitle compound as a foam-like material.

Infrared Absorption Spectrum (KBr) ν_(max) cm⁻¹ : 2924, 2853, 1713,1639, 1612, 1578, 1522, 1458, 1418, 1365, 1275, 1255, 1180, 1117.

Nuclear Magnetic Resonance Spectrum (CDCl₃, 270 MHz), δ ppm: 0.81-2.06(15H, multiplet); 1.13 (9H, singlet); 2.29-2.45 (4/3H, multiplet);2.58-2.76 (8/3H, multiplet); 3.72 (2H, singlet); 4.72 (1H, triplet, J=7Hz); 5.23-5.38 (1H, multiplet); 6.88-7.45 (13H, multiplet); 8.00 (2H,doublet, J=8 Hz).

EXAMPLE 255 Sodium salt ofN-{2-t-Butyl-5-[3-(4-carboxymethylbenzoyloxy)-4-cyclohexylbutyl]phenyl}-2-(9H-xanthen-9-yl)acetamide (Compound No. 1-1569)

Following a procedure similar to that described in Example 70, but usingN-{2-t-butyl-5-[3-(4-carboxymethylbenzoyloxy)-4-cyclohexylbutyl]phenyl}-2-(9H-xanthen-9-yl)acetamide(prepared as described in Example 254) as a starting material, in arelative proportion similar to that used in that Example, the titlecompound was obtained as a foam-like material.

Infrared Absorption Spectrum (KBr) ν_(max) cm⁻¹ : 2923, 2852, 1713,1657, 1602 , 1577, 1480, 1458, 1387, 1274, 1256, 1117, 1107, 1097.

Nuclear Magnetic Resonance Spectrum (CDCl₃, 270 MHz), δ ppm: 0.67-2.68(19H, multiplet); 1.03 (3H, singlet); 1.08 (6H, singlet); 3.37 (2H,singlet); 4.60 (1H, triplet, J=7 Hz); 5.10-5.26 (1H, multiplet);6.76-7.33 (13H, multiplet); 7.66 (2/3H, doublet, J=8 Hz); 7.84 (4/3H,doublet, J=8 Hz).

EXAMPLE 256N-{2-t-Butyl-5-[3-(4-carboxyphenyloxycarbonyloxy)-4-cyclohexylbutyl]phenyl}-2-(9H-xanthen-9-yl)acetamide(Compound No. 1-1570)

Following a procedure similar to that described in Preparation 42,N-[2-t-butyl-5-(4-cyclohexyl-3-hydroxybutyl)phenyl]-2-(9H-xanthen-9-yl)acetamide(prepared as described in Example 12) was reacted with diphenylmethyl4-hydroxybenzoate, to obtain a carbonate derivative. 624 mg of thederivative thus obtained were dissolved in 5 ml of methylene chloride,and 1 ml of anisole and 5 ml of trifluoroacetic acid were added to theresulting solution. The mixture thus obtained was then allowed to standfor 1 hour, after which the solvent was removed by distillation underreduced pressure. The resulting residue was crystallized by triturationwith a mixture of hexane and diisopropyl ether. The crystals werecollected by filtration and then recrystallized from diisopropyl ether,to give 403 mg (yield 80%) of the title compound, melting at 139°-141°C.

Infrared Absorption Spectrum (KBr) ν_(max) cm⁻¹ : 1759, 1715, 1694,1641, 1605, 1577, 1508, 1481, 1458, 1422, 1366, 1257, 1215.

EXAMPLE 257 Sodium salt ofN-{2-t-Butyl-5-[3-(4-carboxyphenyloxycarbonyloxy)-4-cyclohexylbutyl]phenyl}-2-(9H-xanthen-9-yl)acetamide(Compound No. 1-1571)

Following a procedure similar to that described in Example 70, but usingN-{2-t-butyl-5-[3-(4-carboxyphenyloxycarbonyloxy)-4-cyclohexylbutyl]phenyl}-2-(9H-xanthen-9-yl)acetamide(prepared as described in Example 256) as a starting material, in arelative proportion similar to that used in that Example, the titlecompound was obtained as a powder.

Infrared Absorption Spectrum (KBr) ν_(max) cm⁻¹ : 3404, 1758, 1658,1608, 1566, 1481, 1458, 1397, 1212, 1162, 1096.

EXAMPLE 258 N-[2-t-Butyl-5-(4-cyclohexyl-3-carbamoyloxybutyl)phenyl]-2-(9H-xanthen-9-yl)acetamide(Compound No. 1-1572)

64 μl (0.54 mmol) of trichloroacetyl isocyanate, were added to asolution of 272 mg (0.52 mmol) ofN-[2-t-butyl-5-(4-cyclohexyl-3-hydroxybutyl)phenyl]-2-(9H-xanthen-9-yl)acetamide(prepared as described in Example 12) in 6 ml of benzene, and theresulting mixture was stirred for 10 minutes. At the end of this time, amethanolic solution of calcium carbonate was then added, whilststirring. The reaction mixture was then mixed with water, and theorganic phase was separated and dried. The solvent was then removed bydistillation under reduced pressure. The resulting residue was purifiedby column chromatography through 50 g of silica gel, using a 15:85 byvolume mixture of ethyl acetate and methylene chloride as the eluent, togive 135 mg (yield 46%) of the title compound as a foam-like material.

Infrared Absorption Spectrum (KBr) ν_(max) cm⁻¹ : 3389, 2924, 1715,1575, 1480, 1458, 1333, 1256, 760, 733.

EXAMPLE 259 N-[2-t-Butyl -5-(3-hydroxydodecyl)phenyl]-2-(9H-xanthen-9-yl)acetamide (Compound No. 1-2910)

Following a procedure similar to that described in Example 40, but usingN-[2-t-butyl-5-(3-(t-butyldimethylsilyloxydodecyl)phenyl]-2-(9H-xanthen-9-yl)acetamide(prepared by a procedure similar to that described in Preparation 11) asa starting material, in a relative proportion similar to that used inthat Example, the title compound was obtained as a amorphous solid.

Infrared Absorption Spectrum (KBr) ν_(max) cm⁻¹ : 2953, 2926, 2855,1655, 1578, 1524, 1479, 1458, 1414, 1363, 1300, 1255.

EXAMPLE 260N-[2-t-Butyl-5-(4-cyclohexyl-3-hydroxybutyl)phenyl]-2,2-dimethylpropanamide(Compound No. 5-118)

Following a procedure similar to that described in Example 40, but usingN-[2-t-butyl-5-(3-t-butyldimethylsilyloxy-4-cyclohexyl)phenyl]-2,2-dimethylpropanamide(prepared by a procedure similar to that described in Preparation 11) asa starting material, in a relative proportion similar to that used inthat Example, the title compound was obtained as a foam.

Infrared Absorption Spectrum (KBr) ν_(max) cm⁻¹ : 2957, 2922, 2853,1655, 1508, 1481, 1448, 1416, 1363, 1200, 1165.

EXAMPLE 261N-(2-t-Butyl-5-{4-cyclohexyl-3-[(4-carboxyphenyl)carbonyloxy]butyl}phenyl)-2-(9H-xanthen-9-yl)acetamide(Compound No. 1-1573)

Following a procedure similar to that described in Example 79, but usingN-(2-t-butyl-5-{4-cyclohexyl-3-[(4-benzyloxycarbonylphenyl)carbonyloxy]butyl}phenyl)-2-(9H-xanthen-9-yl)acetamide(prepared by a procedure similar to that described in Preparation 25) asa starting material, in a relative proportion similar to that used inthat Example, the title compound was obtained as a foam.

Infrared Absorption Spectrum (KBr) ν_(max) cm⁻¹ : 2923, 1718, 1699,1650, 1481, 1458, 1410, 1256, 1118, 760.

EXAMPLE 262 Sodium salt ofN-(2-t-Butyl-5-{4-cyclohexyl-3-[(4-carboxyphenyl)carbonyloxy]butyl}phenyl)-2-(9H-xanthen-9-yl)acetamide(Compound No. 1-1574)

Following a procedure similar to that described in Example 70, but usingN-(2-t-butyl-5-{4-cyclohexyl-3-[(4-carboxyphenyl)carbonyloxy]butyl}phenyl)-2-(9H-xanthen-9-yl)acetamide(prepared as described in Example 261) as a starting material, in arelative proportion similar to that used in that Example, the titlecompound was obtained as a powder.

Infrared Absorption Spectrum (KBr) ν_(max) cm⁻¹ : 2923, 1715, 1602,1481, 1458, 1397, 1273, 1259, 1117, 760, 742.

EXAMPLE 263N-(2-t-Butyl-5-{7-cyclohexyl-3-[2-(carboxymethoxy)acetoxy]heptyl}phenyl)-2-(9H-xanthen-9-yl)acetamide(Compound No. 1-1932)

Following a procedure similar to that described in Example 79, but usingN-(2-t-butyl-5-{7-cyclohexyl-3-[2-(benzyloxycarbonylmethoxy)acetoxy]heptyl}phenyl)-2-(9H-xanthen-9-yl)acetamide (prepared by a procedure similar to that described inPreparation 25) as a starting material, in a relative proportion similarto that used in that Example, the title compound was obtained as apowder.

Infrared Absorption Spectrum (KBr) ν_(max) cm⁻¹ : 1727, 1655, 1649,1578, 1522, 1482, 1459, 1420, 1256, 1138, 758.

EXAMPLE 264 Sodium salt ofN-(2-t-Butyl-5-{7-cyclohexyl-3-[2-carboxymethoxy)acetoxy]heptyl}phenyl)-2-(9H-xanthen-9-yl)acetamide(Compound No. 1-1933)

Following a procedure similar to that described in Example 70, but usingN-(2-t-butyl-5-{7-cyclohexyl-3-[2-(carboxymethoxy)acetoxy]heptyl}phenyl)-2-(9H-xanthen-9-yl)acetamide(prepared as described in Example 263) as a starting material, in arelative proportion similar to that used in that Example, the titlecompound was obtained as a powder.

Infrared Absorption Spectrum (KBr) ν_(max) cm⁻¹ : 1740, 1651, 1611,1518, 1256, 1140, 876, 759.

EXAMPLE 265N-{2-[3-(1-Imidazolyl)propoxymethyl]-6-methoxyphenyl}-2-(9H-xanthen-9-yl)acetamide(Compound No. 1-2077)

Following a procedure similar to that described in Example 35, but using2-[3-(1-imidazolyl)propoxymethyl]-6-methoxyaniline (prepared by aprocedure similar to that described in Preparation 45) as a startingmaterial, in a relative proportion similar to that used in that Example,the title compound was obtained as crystals, melting at 155°-156° C.(after recrystallisation from ethyl acetate).

Infrared Absorption Spectrum (KBr) ν_(max) cm⁻¹ : 1676, 1553, 1479,1471, 1462, 1367, 1261, 1246, 1081, 760.

EXAMPLE 266N-{2-[3-(1-Imidazolyl)propoxymethyl]-6-methoxyphenyl}-2-(9H-xanthen-9-yl)acetamidehydrogen chloride (Compound No. 1-2076)

Following a procedure similar to that described in Example 2, but usingN-{2-[3-(1-imidazolyl)propoxymethyl]-6-methoxyphenyl}-2-(9H-xanthen-9-yl)acetamide(prepared as described in Example 265) as a starting material, in arelative proportion similar to that used in that Example, the titlecompound was obtained as a powder.

Infrared Absorption Spectrum (KBr) ν_(max) cm⁻¹ : 3397, 3274, 1652,1527, 1483, 1458, 1286, 1260, 1080, 761.

EXAMPLE 267N-(2-t-Butyl-5-{3-cyclohexyl-3-[2-(carboxymethoxy)acetoxy]propyl}phenyl)-2-(9H-xanthen-9-yl)acetamide (Compound No. 1-1848)

Following a procedure similar to that described in Example 79, but usingN-(2-t-butyl-5-{3-cyclohexyl-3-[2-(benzyloxycarbonylmethoxy)acetoxy]propyl}phenyl)-2-(9H-xanthen-9-yl)acetamide(prepared by a procedure similar to that described in Preparation 25) asa starting material, in a relative proportion similar to that used inthat Example, the title compound was obtained as crystals, melting at128°-129° C. (after recrystallisation from diisopropyl ether).

Infrared Absorption Spectrum (KBr) ν_(max) cm⁻¹ : 3292, 1750, 1656,1481, 1458, 1255, 1215, 1139, 760.

EXAMPLE 268 Sodium Salt ofN-(2-t-Butyl-5-{3-cyclohexyl-3-[2-(carboxymethoxy)acetoxy]propyl}phenyl)-2-(9H-xanthen-9-yl)acetamide (Compound No. 1-1849)

Following a procedure similar to that described in Example 70, but usingN-(2-t-butyl-5-{3-cyclohexyl-3-[2-(carboxymethoxy)acetoxy]propyl}phenyl]-2-(9H-xanthen-9-yl)acetamide(prepared as described in Example 267) as a starting material, in arelative proportion similar to that used in that Example, the titlecompound was obtained as a foam.

Infrared Absorption Spectrum (KBr) ν_(max) cm⁻¹ : 3419, 3278, 1741,1651, 1614, 1481, 1458, 1421, 1256, 1222, 1138, 760.

EXAMPLE 269 N-[2-t-Butyl-5-(1-imidazolylmethyl)phenyl]-2-(9H-xanthen-9-yl)acetamide (CompoundNo. 1-2922)

Following a procedure similar to that described in Preparation 21(ii),but usingN-(2-t-butyl-5-hydroxymethylphenyl)-2-(9H-xanthen-9-yl)acetamide(prepared as described in Preparation 14) as a starting material, in arelative amount similar to that used in that Preparation, amethanesulfonyl derivative was obtained. This was then converted to thetitle compound, in the form of crystals melting at 222°-223° C. (afterrecrystallization from a mixture of methanol, methylene chloride andhexane), following a procedure similar to that described in Example 1(ii).

Nuclear Magnetic Resonance Spectrum (CDCl₃, 270 MHz), δ ppm: 1.16 (9H,singlet); 2.70 (2H, doublet, J=7 Hz); 4.69-4.80 (1H, multiplet); 5.09(2H, singlet); 6.79-7.57 (15H, multiplet).

EXAMPLE 270N-[2-t-Butyl-5-(1-imidazolylmethyl)phenyl]-2-(9H-xanthen-9-yl)acetamidehydrochloride (Compound No. 1-2919)

Following a procedure similar to that described in Example 196, butusingN-[2-t-butyl-5-(1-imidazolylmethyl)phenyl]-2-(9H-xanthen-9-yl)acetamide(prepared as described in Example 269) as a starting material, in arelative amount similar to that used in that Example, the title compoundwas obtained as a powder.

Nuclear Magnetic Resonance Spectrum (CDCl₃, 270 MHz), δ ppm: 1.16 (9H,singlet); 2.75 (2H, doublet, J=7 Hz); 4.68-4.73 (1H, multiplet); 5.35(2H, singlet); 7.01-7.46 (13H, multiplet); 7.62 (1H, broad singlet);9.01 (1H, broad singlet).

EXAMPLE 271N-{2-t-Butyl-5-[(2-ethyl-1-imidazolyl)methyl]phenyl}-2-(9H-xanthen-9-yl)acetamide(Compound No. 1-2921)

Following a procedure similar to that described in Example 269, butusing 2-ethylimidazole in place of the imidazole in a similar relativeamount, the title compound was obtained as an amorphous solid.

Nuclear Magnetic Resonance Spectrum (CDCl₃, 270 MHz), δ ppm: 1.16 (9H,singlet); 1.21-1.37 (3H, multiplet); 2.52-2.71 (4H, multiplet );4.70-4.80 (1H, multiplet); 5.03 (2H, singlet); 6.72-7.43 (14H,multiplet).

EXAMPLE 272N-{2-t-Butyl-5-[(2-ethyl-1-imidazolyl)methyl]phenyl}-2-(9H-xanthen-9-yl)acetamidehydrochloride (Compound No. 1-2920)

Following a procedure similar to that described in Example 196, butusingN-[2-t-butyl-5-(2-ethyl-1-imidazolylmethyl)phenyl]-2-(9H-xanthen-9-yl)acetamide(prepared as described in Example 271) as a starting material, in arelative amount similar to that used in that Example, the title compoundwas obtained as a powder.

Nuclear Magnetic Resonance Spectrum (CDCl₃, 270 MHz), δ ppm: 1.15 (9H,singlet); 1.48 (3H, triplet, J=7.5 Hz); 2.75 (2H, doublet, J=7 Hz);3.07-3.16 (2H, multiplet); 4.70 (1H, triplet, J=7 Hz); 5.16 (2H,singlet); 6.81 (1H, doublet, J=7.5 Hz); 6.93-7.42 (12H, multiplet); 7.56(1H, broad singlet).

PREPARATION 1 2-[(3-Hydroxypropoxy)methyl]-6-methylthio-1-nitrobenzene

1(i) 2-Mesyloxyethyl-6-methylthio-1-nitrobenzene

76 mg (0.66 mmol) of mesyl chloride and then 69 mg (0.68 mmol) oftriethylamine were added to 5 ml of a methylene chloride solutioncontaining 100 mg (0.50 mmol) of2-hydroxymethyl-6-methylthio-1-nitrobenzene, in an ice bath. The mixturewas stirred at the temperature of the ice bath for 1 hour and 15minutes. At the end of this time, water was added to the reactionmixture, and the mixture was extracted with ethyl acetate. The organicextract was separated and washed with 2N aqueous hydrochloric acid andthen with water. The solvent was then removed by distillation underreduced pressure, to obtain the title compound. This product was usedfor the next step without purification.

1(ii) 2-[(3-Hydroxypropoxy)methyl]-6-methylthio-1-nitrobenzene

33 mg (0.76 mmol) of sodium hydride (as a 55% w/w suspension in mineraloil) were washed twice with hexane, and then 1 ml of dimethylformamidewas added to the suspension. The resulting suspension was cooled in anice bath, and then 0.8 ml (11 mmol) of 1,3-propanediol was added. Themixture was then stirred for 30 minutes at this temperature and then for30 minutes at room temperature. 1 ml of a dimethylformamide solutioncontaining the whole of the 2-mesyloxymethyl-6-methylthio-1-nitrobenzeneprepared as described in step (i) above was then added to the resultingsolution, whilst ice-cooling, and the mixture was stirred for 2 hours atthe ice-cooling temperature and then for 1.5 hours at room temperature.At the end of this time, water was added to the reaction solution, andthe mixture was extracted with ethyl acetate. The organic extract waswashed with water several times, and then the solvent was removed bydistillation under reduced pressure. The resulting residue was subjectedto column chromatography through 10 g of silica gel using mixtures ofmethylene chloride and ethyl acetate in ratios ranging from 10:1 to 8:1by volume as the eluent, to obtain 95 mg (yield 74%) of the titlecompound as an oily substance.

Infrared Absorption Spectrum (CHCl₃), ν_(max) cm⁻¹ : 3530, 1590, 1525,1357.

Nuclear Magnetic Resonance Spectrum (CDCl₃, 60 MHz), δ ppm: 1.83 (2H,quintet, J=6 Hz); 2.46 (3H, singlet); 3.61 (2H, triplet, J=6 Hz); 3.73(2H, triplet, J=6 Hz); 4.57 (2H, singlet); 7.25-7.6 (3H, multiplet).

PREPARATION 22-[(3-t-Butyldimethylsilyloxypropoxy)methyl]-2-methylthio-1-nitrobenzene

927 mg (6.15 mmol) of t-butyldimethylsilyl chloride, 622 mg (6.15 mmol)of triethylamine and 60 mg (0.49 mmol) of 4-(N,N-dimethylamino)pyridinewere added to 20 ml of a methylene chloride solution containing 1.044 g(4.06 mmol) of 2-[(3-hydroxypropoxy)methyl]-6-methylthio-1-nitrobenzene(prepared as described in Preparation 1). The mixture was then stirredovernight at ambient temperature. At the end of this time, the reactionsolution was diluted with methylene chloride, and washed with diluteaqueous hydrochloric acid and then with water. The solvent was thenremoved by distillation under reduced pressure. The resulting residuewas subjected to column chromatography through 40 g of silica gel.Elution with mixtures of methylene chloride and hexane ranging from1:1.5 to 1:1 by volume afforded 1.26 g (yield 83%) of the title compoundas an oily substance.

Infrared Absorption Spectrum (CHCl₃), ν_(max) cm⁻¹ : 1590, 1527, 1358.

Nuclear Magnetic Resonance Spectrum (CDCl₃, 60 MHz), δ ppm: 0.04 (6H,singlet); 0.88 (9H, singlet); 1.78 (2H, quintet, J=6 Hz); 2.46 (3H,singlet); 3.53 (2H, triplet, J=6 Hz); 3.68 (2H, triplet, J=6 Hz); 4.54(2H, singlet); 7.25-7.5 (3H, multiplet).

PREPARATION 3N-{2-[(3-t-Butyldimethylsilyloxypropoxy)methyl]-6-methylthiophenyl]-2-(9H-xanthen-9-yl)acetamide

3(i) 2-[(3-t-Butyldimethylsilyloxypropoxy)methyl]-6-methylthioaniline

3.53 g (54 mmol) of zinc and 0.5 ml of acetic acid were added to 20 mlof a methanolic solution containing 1.25 g (3.37 mmol) of2-[(3-t-butyldimethylsilyloxypropoxy)methyl]-2-methylthio-1-nitrobenzene(prepared as described in Preparation 2), in an ice bath. The mixturewas then stirred for 50 minutes, after which it was diluted with ethylacetate. The mixture was then filtered using a Celite (trade mark)filter aid. The insoluble material was washed with ethyl acetate. Thefiltrate and the washings were combined, condensed by evaporation underreduced pressure to about 5 ml, and diluted again with ethyl acetate; asaturated solution of sodium hydrogen carbonate was then added. Thedesired compound was distributed between the organic solvent and thesodium hydrogen carbonate solution. The organic layer containing aprecipitate and the aqueous layer were filtered, again using a Celitefilter aid, and the insoluble material was washed with ethyl acetate.The organic layers were combined and washed with water. The solvent wasthen removed by distillation under reduced pressure, to obtain 1.10 g(yield 96%) of the title compound as an oily substance.

Nuclear Magnetic Resonance Spectrum (CDCl₃, 60 MHz), δ ppm: 0.04 (6H,singlet); 0.88 (9H, singlet); 1.89 (2H, quintet, J=6 Hz); 2.31 (3H,singlet); 3.51 (2H, triplet, J=6 Hz); 3.68 (2H, triplet, J=6 Hz); 4.48(2H, singlet); 4.9 (2H, broad singlet); 6.60 (1H, triplet, J=7.5 Hz);6.98 (1H, doublet of doublets, J=7.5 & 1.5 Hz); 7.35 (1H, doublet ofdoublets, J=7.5 & 1.5 Hz).

3(ii)N-{2-[(3-t-Butyldimethylsilyloxypropoxy)methyl]-6-methylthiophenyl]-2-(9H-xanthen-9-yl)acetamide

Following a procedure similar to that described in Example 21, the wholeof the 2-[(3-t-butyldimethylsilyloxypropoxy)methyl]-6-methylthioanilineprepared as described in step (i) above was acylated, to give the titlecompound as crystals, melting at 185.5°-186° C. (after recrystallizationfrom a mixture of methylene chloride and methanol), in a yield of 77%.

Infrared Absorption Spectrum (KBr), ν_(max) cm⁻¹ : 3263, 1648, 1517,1260, 1097.

Nuclear Magnetic Resonance Spectrum (CDCl₃, 60 MHz), δ ppm: 0.01 (6H,singlet); 0.84 (9H, singlet); 1.67 (2H, quintet, J=6 Hz); 2.30 (3H,singlet); 2.85 (2H, doublet, J=7 Hz); 3.28 (2H, triplet, J=6 Hz); 3.63(2H, triplet, J=6 Hz); 4.09 (2H, singlet); 4.72 (1H, triplet, J=7 Hz);6.9-7.5 (11H, multiplet).

PREPARATION 4N-[2-[(3-Hydroxypropoxy)methyl]-6-methylthiophenyl]-2-(9H-xanthen-9-yl)acetamide

Following a procedure similar to that described in Example 40,N-{2-[(3-t-butyldimethylsilyloxypropoxy)methyl]-6-methylthiophenyl]-2-(9H-xanthen-9-yl)acetamide(prepared as described in Preparation 3) was desilylated, to give thetitle compound as crystals, melting at 207°-208° C. (afterrecrystallization from acetone), in a quantitative yield.

Infrared Absorption Spectrum (KBr), ν_(max) cm⁻¹ : 3398, 1649, 1514,1482, 1259.

Nuclear Magnetic Resonance Spectrum (CDCl₃, 270 MHz), δ ppm: 1.71 (2H,quintet, J=5.5 Hz); 1.86 (1H, triplet, J=5.5 Hz); 2.37 (3H, singlet);2.80 (2H, doublet, J=7 Hz); 3.32 (2H, triplet, J=5.5 Hz); 3.69 (2H,quartet, J=5.5 Hz); 4.09 (2H, singlet); 4.73 (1H, triplet, J=7 Hz);7.0-7.5 (11H, multiplet).

PREPARATION 5 Ethyl 5-cycloheptyl-3-oxovalerate

343 mg (2.12 mmol) of carbonyldiimidazole were added to 4 ml of anacetonitrile solution containing 300 mg (1.76 mmol) of3-cycloheptylpropionic acid. The mixture was then stirred for 1 hour at40° C., to prepare an active ester.

Separately, 273 mg (1.06 mmol) of a complex of magnesium bromide withdiethyl ether was added to 4 ml of a tetrahydrofuran suspensioncontaining 360 mg (2.12 mmol) of ethyl potassium malonate, in an icebath. The mixture was then stirred for 1 hour at the temperature of theice bath and then for 1 hour at room temperature. At the end of thistime, the acetonitrile solution containing the active ester which hadbeen prepared as described above was added dropwise at room temperatureover a period of 5 minutes to the resulting suspension which containedthe magnesium salt of the malonic acid mono-ester. When the dropwiseaddition was complete the mixture was stirred for a further 1 hour at60° C. The reaction solution was then diluted with diethyl ether, andwashed with a saturated aqueous solution of sodium hydrogen carbonate,with dilute aqueous hydrochloric acid, with water and with a saturatedaqueous solution of sodium chloride, in that order. The solvent was thenremoved by distillation under reduced pressure. The resulting residuewas subjected to column chromatography through 20 g of silica gel.Elution with methylene chloride alone afforded 367 mg (yield 87%) of thetitle compound as an oily substance.

Infrared Absorption Spectrum (neat), ν_(max) cm⁻¹ : 1733, 1710, 1305,1230, 1030.

Nuclear Magnetic Resonance Spectrum (CDCl₃, 270 MHz), δ ppm: 1.06-1.73(15H, multiplet); 1.28 (3H, triplet, J=7 Hz); 2.54 (2H, triplet, J=7.5Hz); 3.44 (2H, singlet); 4.20 (2H, quartet, J=7 Hz).

PREPARATION 6 2-t-Butyl-5-(5-cycloheptyl-3-oxopentyl)-1-nitrobenzene

454 mg (4.06 mmol) of potassium-t-butoxide were added to 10 ml of atetrahydrofuran solution containing 1.00 g (4.16 mmol) of ethyl5-cycloheptyl-3-oxovalerate (prepared as described in Preparation 5).The mixture was then stirred for 10 minutes to prepare the correspondingpotassium salt. 1.11 g (3.47 mmol) of2-t-butyl-5-iodomethyl-1-nitrobenzene (prepared as described inPreparation 51) were added to the mixture in an ice bath, and themixture was stirred for 2 hours at the temperature of the ice bath. Thereaction solution was diluted with diethyl ether and washed with water.The solvent was removed by distillation under reduced pressure, and theresulting residue was dissolved in 10 ml of ethanol. 1.73 ml of a 2Naqueous solution of sodium hydroxide were added, and the mixture washeated for 4 hours under reflux. The reaction mixture was then cooled inan ice bath, sufficient concentrated aqueous hydrochloric acid was addedto adjust its pH to a value of 5.0, and the mixture was heated for afurther 2 hours under reflux. At the end of this time, the reactionsolution was diluted with diethyl ether and washed with water. Thesolvent was then removed by distillation under reduced pressure. Theresulting residue was subjected to column chromatography through 70 g ofsilica gel. Elution with a 2:1 by volume mixture of methylene chlorideand hexane afforded 850 mg (yield 68%) of the title compound as an oilysubstance.

Infrared Absorption Spectrum (neat), ν_(max) cm⁻¹ : 1703, 1525, 1362.

Nuclear Magnetic Resonance Spectrum (CDCl₃, 270 MHz), δ ppm: 1.06-1.23(2H, multiplet); 1.25-1.71 (13H, multiplet); 1.38 (9H, singlet); 2.39(2H, triplet, J=7.5 Hz); 2.73 (2H, triplet, J=7 Hz); 2.88 (2H, triplet,J=7 Hz); 7.12 (1H, doublet, J=2 Hz); 7.26 (1H, doublet of doublets, J=2& 8 Hz); 7.44 (1H, doublet, J=8 Hz).

PREPARATION 7 2-t-Butyl-5-(5-cycloheptyl-3-oxopentyl)aniline

3.08 g (47.1 mmol) of zinc powder and then 0.32 ml of acetic acid wereadded to 16 ml of a methanolic solution containing 847 mg (2.36 mmol) of2-t-butyl-5-(5-cycloheptyl-3-oxopentyl)-1-nitrobenzene (prepared asdescribed in Preparation 6), in an ice bath. The mixture was thenstirred for 1 hour. At the end of this time, a further 0.32 ml of aceticacid was added, and the mixture was stirred for a further 1 hour. Thereaction mixture was then filtered using a Celite filter aid. Theinsoluble material was washed with ethyl acetate. The filtrate and thewashings were combined, condensed to about 10 ml by evaporation underreduced pressure, and diluted with ethyl acetate to distribute thedesired compound between the organic solvent and water. In order toremove the insoluble material, the solution was filtered again using aCelite filter aid and the insoluble material was washed again with ethylacetate. The organic layer was combined with the washings and washedwith a saturated aqueous solution of sodium hydrogen carbonate and thenwith water. The solvent was then removed by distillation under reducedpressure, to obtain 789 mg (a quantitative yield) of the title compoundas an oily substance.

Infrared Absorption Spectrum (neat), ν_(max) cm⁻¹ : 3490, 3375, 1702,1618, 1419.

Nuclear Magnetic Resonance Spectrum (CDCl₃, 270 MHz), δ ppm: 1.05-1.22(2H, multiplet); 1.23-1.71 (13H, multiplet); 1.39 (9H, singlet); 2.39(2H, triplet, J=7.5 Hz); 2.65-2.81 (4H, multiplet); 3.65-3.83 (2H, broadsinglet); 6.47 (1H, doublet, J=2 Hz); 6.55 (1H, doublet of doublets, J=2& 8 Hz); 7.14 (1H, doublet, J=8 Hz).

PREPARATION 8 1-[2-(4-Methylphenyl)sulfonyl-2-methylthioethyl]hexane

990 mg (22.7 mmol) of sodium hydride (as a 55% w/w suspension in mineraloil) were washed twice with hexane, and suspended in 40 ml ofdimethylformamide. 4.35 g (20.1 mmol) of methylthiomethyl p-tolylsulfone were added to this suspension and, after 5 minutes, 3.1 ml (22.2mmol) of cyclohexylmethyl bromide were added. The mixture was allowed toreturn to room temperature, after which it was stirred for 5 hours. Atthe end of this time, a dilute aqueous solution of ammonium chloride wasadded to stop the reaction. The reaction mixture was then extracted withdiethyl ether, and the extract was washed with a saturated aqueoussolution of sodium chloride. The solvent was then removed bydistillation under reduced pressure. The resulting residue was subjectedto column chromatography through 100 g of silica gel. Elution with a 1:3by volume mixture of ethyl acetate and hexane afforded 5.57 g (yield89%) of the title compound as crystals, melting at 65°-66° C. (afterrecrystallization from a mixture of diisopropyl ether and hexane).

Infrared Absorption Spectrum (KBr), ν_(max) cm⁻¹ : 1595, 1445, 1300,1146, 1084, 961, 816, 760.

Nuclear Magnetic Resonance Spectrum (CDCl₃, 270 MHz), δ ppm: 0.74-1.34(5H, multiplet); 1.46 (1H, doublet of doublets of doublets, J=3 & 12 &13 Hz); 1.50-1.74 (6H, multiplet); 1.92 (1H, doublet of doublets ofdoublets, J=3 & 9 & 13 Hz); 2.23 (3H, singlet); 2.46 (3H, singlet); 3.75(1H, doublet of doublets, J=3 & 12 Hz); 7.35 (2H, doublet, J=8 Hz); 7.82(2H, doublet, J=8 Hz).

PREPARATION 9 2-t-Butyl-5-(3-cyclohexyl-2-oxopropyl)1-nitrobenzene

9(i)2-t-Butyl-5-[3-cyclohexyl-2-(4-methylphenyl)sulfonyl-2-methylthiopropyl]-1-nitrobenzene

3.45 ml (5.52 mmol) of a 1.6M hexane solution of butyllithium was addeddropwise over a period of 5 minutes to 10 ml of a tetrahydrofuransolution containing 1.73 g (5.52 mmol) of1-[2-(4-methylphenyl)sulfonyl-2-methylthioethyl]hexane (prepared asdescribed in Preparation 8), maintained at -78° C. After 15 minutes, 12ml of a dimethylformamide solution containing 1.68 g (5.26 mmol) of5-iodomethyl-2-t-butyl-1-nitrobenzene (prepared as described inPreparation 51) was added dropwise. The reaction mixture was allowed toreturn to room temperature, after which it was stirred for 1 hour and 20minutes. At the end of this time, a dilute aqueous solution of ammoniumchloride was added, to stop the reaction. Water and diethyl ether wereadded, and the product was distributed between the organic solvent andwater. The organic layer was separated and washed with a saturatedaqueous solution of sodium chloride. The solvent was removed bydistillation under reduced pressure, to obtain the title compound. Sincethis compound was unstable, however, it was used for the next stepwithout purification.

9(ii) 2-t-Butyl-5-(3-cyclohexyl-2-oxopropyl)-1-nitrobenzene

The whole of the2-t-butyl-5-[3-cyclohexyl-2-(4-methylphenyl)sulfonyl-2-methylthiopropyl]-1-nitrobenzeneprepared as described in step (i) above was dissolved in 50 ml ofmethanol. 5 ml of concentrated aqueous hydrochloric acid were added, andthe resulting solution was heated for 2 hours under reflux. At the endof this time, the solvent was removed by distillation under reducedpressure. The resulting residue was dissolved in diethyl ether, and thesolution was washed with water, with a saturated aqueous solution ofsodium hydrogen carbonate, with water and with a saturated aqueoussolution of sodium chloride, in that order. The solvent was then removedby distillation under reduced pressure. The resulting residue wassubjected to column chromatography through 150 g of silica gel. Elutionwith a 1:5 by volume mixture of ethyl acetate and hexane afforded 1.20 g(yield 73%) of the title compound as an oily substance.

Infrared Absorption Spectrum (liquid film), ν_(max) cm⁻¹ : 1717, 1532,1449, 1370, 814.

Nuclear Magnetic Resonance Spectrum (CDCl₃, 270 MHz), δ ppm: 0.83-0.98(2H, multiplet); 1.04-1.46 (3H, multiplet); 1.39 (9H, singlet);1.59-1.73 (5H, multiplet); 1.76-1.92 (1H, multiplet); 2.35 (2H, doublet,J=7 Hz); 3.67 (2H, singlet); 7.14 (1H, doublet, J=2 Hz ); 7.26 (1H,doublet of doublets, J=2 & 8 Hz); 7.50 (1H, doublet, J=8 Hz).

PREPARATION 105-{3-Cyclohexyl-2-t-butyldimethylsilyloxypropyl)-2-t-butyl-1-nitrobenzene

10(i) 5-(3-Cyclohexyl-2-hydroxypropyl)-2-t-butyl-1-nitrobenzene

Following a procedure similar to that described in Example 22, but using1.70 g (5.36 mmol) of2-t-butyl-5-(3-cyclohexyl-2-oxopropyl)-1-nitrobenzene (prepared asdescribed in Preparation 9), 1.74 g of the title compound was obtainedas an oily substance. The product was used for the next step withoutpurification.

Infrared Absorption Spectrum (liquid film), ν_(max) cm⁻¹ : 3560, 3410,1532, 1449, 1368, 812.

Nuclear Magnetic Resonance Spectrum (CDCl₃, 270 MHz), δ ppm: 0.80-1.04(2H, multiplet); 1.07-1.55 (6H, multiplet); 1.39 (9H, singlet);1.61-1.83 (5H, multiplet); 2.64 (1H, doublet of doublets, J=8 & 14 Hz);2.78 (1H, doublet of doublets, J=4 & 14 Hz); 3.89-4.00 (1H, multiplet);7.18 (1H, doublet, J=2 Hz); 7.30 (1H, doublet of doublets, J=2 & 8 Hz);7.47 (1H, doublet, J=8 Hz).

10(ii)5-(3-Cyclohexyl-2-t-butyldimethylsilyloxypropyl)-2-t-butyl-1-nitrobenzene

973 mg (6.46 mmol) of t-butyldimethylsilyl chloride, 0.90 ml (6.46 mmol)of triethylamine and 67 mg (0.55 mmol) of 4-(N,N-dimethylamino)pyridinewere added to 10 ml of a dimethylformamide solution containing 1.74 g of5-(3-cyclohexyl-2-hydroxypropyl)-2-t-butyl-1-nitrobenzene [prepared asdescribed in step (i) above]. The mixture was then stirred for 1 hourand 20 minutes at room temperature, and then for 2.5 hours at 40° C. Atthe end of this time, the reaction solution was poured in water andextracted with a 3:1 by volume mixture of hexane and ethyl acetate. Theorganic layer was washed with dilute aqueous hydrochloric acid, withwater, with a saturated aqueous solution of sodium hydrogen carbonateand with a saturated aqueous solution of sodium chloride, in that order.The solvent was then removed by distillation under reduced pressure. Theresulting residue was subjected to column chromatography through 75 g ofsilica gel. Elution with a 1:9 by volume mixture of diethyl ether andhexane afforded 2.22 g (yield 96% over the 2 steps) of the titlecompound as an oily substance.

Infrared Absorption Spectrum (liquid film), ν_(max) cm⁻¹ : 1534, 1368,1254, 1067, 835.

Nuclear Magnetic Resonance Spectrum (CDCl₃, 270 MHz), δ ppm: -0.26 (3H,singlet); -0.05 (3H, singlet); 0.78-0.97 (2H, multiplet); 0.81 (9H,singlet); 1.10-1.40 (6H, multiplet); 1.38 (9H, singlet); 1.62-1.75 (5H,multiplet); 2.60 (1H, doublet of doublets, J=7 & 13 Hz); 2.78 (1H,doublet of doublets, J=5 & 13 Hz); 3.85-3.94 (1H, multiplet); 7.12 (1H,doublet, J=2 Hz); 7.23 (1H, doublet of doublets, J=2 & 8 Hz); 7.42 (1H,doublet, J=8 Hz ).

PREPARATION 11N-[2-t-Butyl-5-(3-cyclohexyl-2-t-butyldimethylsilyloxypropyl)phenyl]-2-(9H-xanthen-9-yl)acetamide

11(i) 2-t-Butyl-5-(3-cyclohexyl-2-t-butyldimethylsilyloxypropyl)aniline

Following a procedure similar to that described in Preparation 7, butusing5-(3-cyclohexyl-2-t-butyldimethylsilyloxypropyl)-2-t-butyl-1-nitrobenzene(prepared as described in Preparation 10) as a starting material, in arelative amount similar to that used in that Preparation, the titlecompound was obtained as an oily substance.

11(ii)N-[2-t-Butyl-5-(3-cyclohexyl-2-t-butyldimethylsilyloxypropyl)phenyl]-2-(9H-xanthen-9-yl)acetamide

Following an acylation procedure similar to that described in Example21, but using2-t-butyl-5-(3-cyclohexyl-2-t-butyldimethylsilyloxpropyl)aniline[prepared as described in step (i) above] as a starting material, in arelative amount similar to that used in that Example, the title compoundwas obtained as crystals, melting at 148°-150° C. (afterrecrystallization from a mixture of diisopropyl ether and hexane). Theyield in both steps was quantitative.

Infrared Absorption Spectrum (KBr), ν_(max) cm⁻¹ : 3232, 1641, 1533,1482, 1458, 1256, 759.

Nuclear Magnetic Resonance Spectrum (CDCl₃, 270 MHz), δ ppm: -0.37(0.6H, singlet); -0.20 (2.4H, singlet); -0.10 (0.6H, singlet); -0.02(2.4H, singlet); 0.75-0.97 (2H, multiplet); 0.78 (1.8H, singlet); 0.82(7.2H, singlet); 1.06-1.47 (6H, multiplet); 1.16 (9H, singlet);1.60-1.77 (5H, multiplet); 2.37-2.76 (4H, multiplet); 3.68-2.76 (0.2H,multiplet); 3.92 (0.8H, quintet, J=6 Hz); 4.75 (1H, triplet, J=7 Hz);6.90-7.41 (11H, multiplet).

PREPARATION 12 2-t-Butyl-5-hydroxymethyl-1-nitrobenzene

10 ml of a tetrahydrofuran solution containing 3.12 g (28.8 mol) ofethyl chloroformate were added dropwise over a period of 10 minutes to60 ml of a tetrahydrofuran solution containing 6.0 g (26.9 mmol) of4-t-butyl-3-nitrobenzoic acid and 3.12 g (30.9 mmol) of triethylamine,whilst ice-cooling. The reaction solution was stirred for 45 minutes atthis temperature, after which it was filtered using a Celite filter aid.The precipitate was washed with tetrahydrofuran, and the filtrate andthe washings were combined. The combined solution was then addeddropwise to a mixed solution which was composed of 40 ml oftetrahydrofuran and 40 ml of water containing 3.76 g (9.95 mmol) ofsodium borohydride, over a period of 25 minutes, on an ice bath. Thereaction mixture was then stirred for 2 hours at the temperature of theice bath, after which it was condensed by evaporation under reducedpressure. As much as possible of the tetrahydrofuran was then removed bydistillation under reduced pressure, and the residue was distributedbetween diethyl ether and water. The product was extracted from theaqueous layer with diethyl ether. The organic layers were combined andwashed twice with water and then once with a saturated aqueous solutionof sodium chloride. The solvent was then removed by distillation underreduced pressure. The resulting residue was subjected to columnchromatography through 100 g of silica gel. Elution with mixtures ofethyl acetate and hexane ranging from 20:80 to 30:70 by volume afforded5.24 g (yield 93%) of the title compound as an oily substance.

Nuclear Magnetic Resonance Spectrum (CDCl₃, 270 MHz), δ ppm: 1.40 (9H,singlet); 4.69 (2H, doublet, J=5 Hz); 7.33 (1H, singlet); 7.41 (1H,doublet, J=9.5 Hz); 7.53 (1H, doublet, J=9.5 Hz).

PREPARATION 132-t-Butyl-5-(2-t-butyldimethylsilyloxymethyl)-1-nitrobenzene

4.15 g (27.5 mmol) of t-butyldimethylsilyl chloride, 3.85 ml (27.6 mmol)of triethylamine and 815 mg (0.503 mmol) of4-(N,N-dimethylamino)pyridine were added to 50 ml of a methylenechloride solution containing 5.24 g (25.0 mmol) of2-t-butyl-5-hydroxymethyl-1-nitrobenzene (prepared as described inPreparation 12), in an ice bath. The reaction mixture was allowed toreturn to room temperature, after which it was stirred for 40 minutes.At the end of this time, the reaction solution was diluted with a 1:1 byvolume mixture of hexane and diethyl ether, and washed with water, withdilute aqueous hydrochloric acid, again with water, with a saturatedaqueous solution of sodium hydrogen carbonate and with a saturatedaqueous solution of sodium chloride, in that order. The solvent was thenremoved by distillation under reduced pressure. The resulting residuewas subjected to column chromatography through 100 g of silica gel.Elution with a 1:1 by volume mixture of methylene chloride and hexaneafforded 8.04 g (yield 99%) of the title compound as an oily substance.

Nuclear Magnetic Resonance Spectrum (CDCl₃, 270 MHz), δ ppm: 0.09 (6H,singlet); 0.93 (9H, singlet); 1.38 (9H, singlet); 4.69 (2H, singlet);7.2-7.6 (3H, multiplet).

PREPARATION 41N-(2-t-Butyl-5-hydroxymethylphenyl)-2-(9H-xanthen-9-yl)acetamide

14(i) 2-t-Butyl-5-(t-butyldimethylsilyloxymethyl)aniline

Following a procedure similar to that described in Preparation 7, butusing 2-t-butyl-5-(2-t-butyldimethylsilyloxymethyl)-1-nitrobenzene(prepared as described in Preparation 13) as a starting material, in arelative amount similar to that used in that Preparation, the titlecompound was obtained as an oily substance in a quantitative yield.

14(ii)N-[2-t-Butyl-5-(2-t-butyldimethylsilyloxymethyl)phenyl]-2-(9H-xanthen-9-yl)acetamide

Following a procedure similar to that described in Example 21, but using2-t-butyl-5-(t-butyldimethylsilyloxymethyl)aniline [prepared asdescribed in step (i) above] as a starting material, in a relativeamount similar to that used in that Example, the title compound wasobtained as crystals in an 84% yield.

14 (iii) N-(2-Butyl-5-hydroxymethylphenyl)-2-(9H-xanthen-9-yl)acetamide

Following a procedure similar to that described in Example 40, but usingN-[2-t-butyl-5-(2-t-butyldimethylsilyloxymethyl)phenyl]-2-(9H-xanthen-9-yl)acetamide[prepared as described in step (ii) above] as a starting material, in arelative amount similar to that used in that Example, the title compoundwas obtained as crystals, melting at 137°-138° C. (afterrecrystallization from a mixture of ethyl acetate and hexane) in aquantitative yield.

Infrared Absorption Spectrum (KBr), ν_(max) cm⁻¹ : 1664, 1541, 1478,1460, 1250.

Nuclear Magnetic Resonance Spectrum (CDCl₃, 270 MHz), δ ppm: 1.17 (9H,singlet); 2.41 (2/5H, broad doublet, J=7 Hz); 2.71 (8/5H, doublet, J=7Hz); 4.35-4.45 (2/5H, broad singlet); 4.66 (8/5H, singlet); 4.73 (1H,triplet, J=7 Hz); 7.05-7.55 (11H, multiplet).

PREPARATION 15 N-(2-t-Butyl-5-formylphenyl)-2-(9H-xanthen-9-yl)acetamide

1.24 g (3.08 mmol) ofN-(2-t-butyl-5-hydroxymethylphenyl)-2-(9H-xanthen-9-yl)acetamide(prepared as described in Preparation 14) were added to 12 ml of amethylene chloride suspension containing 1.06 g (4.92 mmol) ofpyridinium chlorochromate. The mixture was then stirred for 1.75 hours.At the end of this time, the reaction suspension was diluted withdiethyl ether, filtered through a column using 50 ml of Florisil (trademark) absorbent, and eluted with a 1:1 by volume mixture of methylenechloride and diethyl ether. The solvent was then removed by distillationunder reduced pressure. The resulting residue was subjected to columnchromatography through 50 g of silica gel. Elution with a 1:9 by volumemixture of diethyl ether and methylene chloride afforded the titlecompound containing a small amount of impurities. Recrystallization ofthis from a mixture of ethyl acetate and hexane afforded 442 mg of thetitle compound as crystals, melting at 172.5°-174° C. (afterrecrystallization from a mixture of ethyl acetate and hexane). Themother liquors were condensed and subjected to column chromatographythrough 100 g of silica gel. Elution with a 4:6 by volume mixture ofethyl acetate and hexane afforded a further 643 mg of the titlecompound. The total yield was 88%.

Infrared Absorption Spectrum (KBr), ν_(max) cm⁻¹ : 1702, 1642, 1482,1459, 1260, 760.

Nuclear Magnetic Resonance Spectrum (CDCl₃, 270 MHz), δ ppm: 1.21 (9H,singlet); 2.74 (2H, doublet, J=7 Hz); 4.75 (1H, triplet, J=7 Hz);7.07-7.15 (4H, multiplet); 7.21-7.29 (2H, multiplet); 7.39 (2H, doubletof doublets, J=2 & 8 Hz); 7.49 (1H, doublet, J=8 Hz); 7.66 (1H, doubletof doublets, J=2 & 8 Hz); 8.08 (1H, broad singlet ); 9.98 (1H, singlet).

PREPARATION 16N-[2-t-Butyl-5-(2-ethoxycarbonylethenyl)phenyl]-2-(9H-xanthen-9-yl)acetamid

153 mg (3.51 mmol) of sodium hydride (as a 55% w/w suspension in mineraloil) were washed twice with hexane; 5 ml of dimethylformamide were thenadded. The suspension was cooled in an ice bath, and then 1 ml of adimethylformamide solution containing 673 mg (3.00 mmol) of ethyl2-diethoxyphosphorylacetate was added. When the foaming had finished,the reaction mixture was stirred for a further 40 minutes at roomtemperature. The mixture was then cooled again on an ice bath, and 1.0 g(2.5 mmol) of N-[2-t-butyl-5-formylphenyl-2-(9H-xanthen-9-yl)acetamide(prepared as described in Preparation 15) was added over a period of 5minutes. The mixture was stirred for 20 minutes at the temperature ofthe ice bath and for 10 minutes at room temperature. At the end of thistime, the reaction mixture was diluted with diethyl ether, and washedwith dilute aqueous hydrochloric acid and with water, after which thesolvent was removed by distillation under reduced pressure. Theresulting residue was recrystallized from a mixture of methylenechloride, diethyl ether and hexane, to afford 804 mg of the titlecompound as crystals, melting at 180°-181° C. The mother liquors werecondensed and recrystallization from the same solvent mixture afforded afurther 263 mg of the title compound. Altogether, 1.067 g (yield 90%) ofthe title compound were obtained.

Infrared Absorption Spectrum (KBr), ν_(max) cm⁻¹ : 3235, 1711, 1645,1523, 1480, 1458, 1257, 1176, 756.

Nuclear Magnetic Resonance Spectrum (CDCl₃, 270 MHz), δ ppm: 1.18 (9H,singlet); 1.36 (3H, triplet, J=7 Hz); 2.33-2.46 (0.4H, multiplet); 2.72(1.6H, doublet, J=7 Hz ); 4.28 (2H, quartet, J=7 Hz); 4.74 (1H, triplet,J=7 Hz); 6.42 (1H, doublet, J=16 Hz); 7.03-7.45 (10H, multiplet); 7.63(1H, doublet, J=16 Hz); 7.70 (1H, singlet).

PREPARATION 17N-[2-t-Butyl-5-(2-ethoxycarbonylethyl)phenyl]-2-(9H-xanthen-9-yl)acetamide

Following a catalytic reduction procedure similar to that described inExample 8, but usingN-[2-t-butyl-5-(2-ethoxycarbonylethenyl)phenyl]-2-(9H-xanthen-9-yl)acetamide(prepared as described in Preparation 16) as a starting material, in arelative amount similar to that used in that Example, the title compoundwas obtained in a yield of 95% as crystals, melting at 160.5°-161.5° C.(after recrystallization from a mixture of methylene chloride anddiethyl ether).

Infrared Absorption Spectrum (KBr), ν_(max) cm⁻¹ : 3223, 1736, 1640,1539, 1481, 1261, 1192, 760.

Nuclear Magnetic Resonance Spectrum (CDCl₃, 270 MHz), δ ppm: 1.16 (9H,singlet); 1.26 (3H, triplet, J=7 Hz); 2.35-2.50 (1H, multiplet);2.58-2.75 (3.5H, multiplet); 2.86-2.98 (1.5H, multiplet); 4.16 (2H,quartet, J=7 Hz); 4.74 (1H, triplet, J=7 Hz ); 6.91-7.45 (11H,multiplet).

PREPARATION 18N-[2-t-Butyl-5-(3-hydroxypropyl)phenyl]-2-(9H-xanthen-9-yl)acetamide

5.96 ml (5.96 mmol) of a 1.0M hexane solution of diisobutylaluminumhydride were added dropwise, over a period of 10 minutes, to 14 ml of atetrahydrofuran solution containing 702 mg (1.49 mmol) ofN-[2-t-butyl-5-(2-ethoxycarbonylethyl)phenyl]-2-(9H-xanthen-9-yl)acetamide(prepared as described in Preparation 17) which had previously beencooled at -78° C. The mixture was stirred for 75 minutes at thistemperature and then for 45 minutes at room temperature. At the end ofthis time, the reaction solution was poured into a mixture of diluteaqueous hydrochloric acid and ice, and was then extracted with diethylether. The organic extract was washed with water, and then the solventwas removed by distillation under reduced pressure. The resultingresidue was subjected to column chromatography through 30 g of silicagel. Elution with a 5:4 by volume mixture of methylene chloride andethyl acetate afforded 427 mg (yield 67%) of the title compound ascrystals, melting at 185°-186° C. (after recrystallization from amixture of methylene chloride and diethyl ether).

Infrared Absorption Spectrum (KBr), ν_(max) cm⁻¹ : 3417, 3212, 1659,1530, 1481, 1457, 1254, 765, 757.

Nuclear Magnetic Resonance Spectrum (CDCl₃, 270 MHz), δ ppm: 1.16 (9H,singlet); 1.67-1.98 (2H, multiplet); 2.33-2.53 (1H, multiplet);2.61-2.76 (3H, multiplet); 3.53-3.75 (2H, multiplet); 4.74 (1H, triplet,J=7 Hz); 6.92-7.46 (11H, multiplet).

PREPARATION 19 N-[2-t-Butyl-5-(3-oxopropyl)phenyl]-2-(9H-xanthen-9-yl)acetamide

2 ml of a methylene chloride solution containing 155 mg (1.98 mmol) ofdimethyl sulfoxide were added dropwise over a period of 5 minutes to 2ml of a methylene chloride solution containing 126 mg (0.99 mmol) ofoxalyl chloride which had previously been cooled at -78° C. The mixturewas then stirred for 5 minutes at this temperature, after which 15 ml ofa methylene chloride solution containing 354 mg (0.825 mmol) ofN-[2-t-butyl-5-(3-hydroxypropyl)phenyl]-2-(9H-xanthen-9-yl)acetamide(prepared as described in Preparation 18) were added, and the mixturewas stirred for a further 15 minutes at this temperature. 501 mg (4.95mmol) of triethylamine were then added to the reaction mixture, whichwas then stirred for 5 minutes at the same temperature. The reactionmixture was then allowed to return to room temperature, after which itwas diluted with diethyl ether, and washed with dilute aqueoushydrochloric acid and then with water. The solvent was then removed bydistillation under reduced pressure. The resulting residue was subjectedto column chromatography through 20 g of silica gel. Elution with a100:5 by volume mixture of methylene chloride and ethyl acetate afforded310 mg (yield 88%) of the title compound as crystals, melting at176°-177° C. (after recrystallization from a mixture of methylenechloride and diethyl ether).

Infrared Absorption Spectrum (KBr), ν_(max) cm⁻¹ : 3230, 1729, 1641,1534, 1481, 1458, 1260, 759.

Nuclear Magnetic Resonance Spectrum (CDCl₃, 270 MHz), δ ppm: 1.16 (9H,singlet); 2.36-3.00 (6H, multiplet); 4.74 (1H, triplet, J=7 Hz);6.92-7.45 (11H, multiplet); 9.84 (1H, singlet).

PREPARATION 20N-[(9H-Xanthen-9-yl)methyl]-N'-{2-t-butyl-5-[4-cyclohexyl-3-(t-butyldimethylsilyloxy)butyl]phenyl}urea

A solution of 240 mg (1.00 mmol) of 2-(9H-xanthen-9-yl)acetic acid, 275mg (1.00 mmol) of diphenylphosphoryl azide and 139 μl (1.00 mmol) oftriethylamine in 3 ml of benzene was heated under reflux, with stirring,for 2.5 hours, after which a solution of 459 mg (1.10 mmol) of2-t-butyl-5-[4-cyclohexyl-3-(t-butyldimethylsilyloxy)butyl]aniline in0.5 ml of benzene was added. The resulting mixture was heated underreflux for 3 hours. At the end of this time, the reaction mixture wasdiluted with ethyl acetate, and the diluted mixture was washed withdilute aqueous hydrochloric acid, with water, with a saturated aqueoussolution of sodium hydrogencarbonate and with a saturated aqueoussolution of sodium chloride, in that order. The organic phase was driedover anhydrous sodium sulfate, and the solvent was removed bydistillation under reduced pressure. The resulting residue was purifiedby column chromatography through 25 g of silica gel, using a 95:5 byvolume mixture of methylene chloride and ethyl acetate as the eluent, togive 414 mg (yield 65%) of the title compound as a foam-like material.

Infrared Absorption Spectrum (KBr) ν_(max) cm⁻¹ : 3341, 2953, 2926,2854, 1637, 1561, 1481, 1458, 1256, 1075, 835, 755.

PREPARATION 21 2-(1-Phenylcyclopentyl)acetic acid

21(i) (1-Phenylcyclopentyl)methanol

A solution of 1.15 g (6.04 mmol) of (1-phenylcyclopentyl)carboxylic acidin 10 ml of tetrahydrofuran was added dropwise over a period of 20minutes to a suspension of 344 mg (9.06 mmol) of lithium aluminumhydride in 20 ml of tetrahydrofuran, whilst ice-cooling, and theresulting mixture was stirred for 30 minutes at 60° C. At the end ofthis time, the reaction mixture was again ice-cooled, and then 0.3 ml ofwater, 10 ml of a 2N aqueous solution of sodium hydroxide and 1 ml ofwater were added, in that order, and the resulting mixture was dilutedwith diethyl ether. The white gel material which appeared was filteredoff, and then the filtrate was washed with water, with a saturatedaqueous solution of sodium hydrogen carbonate and with a saturatedaqueous solution of sodium chloride, in that order. The organic phasewas dried over anhydrous sodium sulfate, and the solvent was removed bydistillation under reduced pressure. The resulting residue was purifiedby column chromatography through 50 g of silica gel, using methylenechloride as the eluent, to give 1.06 g (yield 99%) of the title compoundas colorless crystals.

Infrared Absorption Spectrum (KBr) ν_(max) cm⁻¹ : 3310, 2952, 2929,2873, 1496, 1446, 1059, 1032, 766, 699, 567.

21(ii) (1-Phenylcyclopentyl) methyl methanesulfonate

659 mg (6.07 mmol) of methanesulfonyl chloride and then 838 μl (6.01mmol) of triethylamine were added, whilst cooling in an ice-salt bath,to a solution of 1.00 g (5.67 mmol) of (1-phenylcyclopentyl)methanol[prepared as described in step (i) above] in 18 ml of methylenechloride, and the resulting mixture was stirred for 1 hour. An the endof this time, the reaction mixture was diluted with diethyl ether, andthe diluted mixture was washed with 2N aqueous hydrochloric acid, withwater, with a saturated aqueous solution of sodium hydrogencarbonate andwith a saturated aqueous solution of sodium chloride, in that order. Theorganic phase was dried over anhydrous sodium sulfate, and the solventwas distilled off to give 1.44 g (a quantitative yield) of the titlecompound as colorless crystals.

Infrared Absorption Spectrum (KBr) ν_(max) cm⁻¹ : 2959, 2943, 2874,1337, 1180, 1166, 975, 960, 853, 845, 770, 750, 702, 526, 505.

21(iii) (1-Phenylcyclopentyl)methyl iodide

5.00 g (33.3 mmol) of sodium iodide were added to a solution of 1.00 g(3.93 mmol) of (1-phenylcyclopentyl)methylmethanesulfonate [prepared asdescribed in step (ii) above] in 10 ml of methyl isobutyl ketone, andthe resulting mixture was heated under reflux for 18 hours. At the endof this time, the solvent was removed by distillation under reducedpressure, and the resulting residue was partitioned between diethylether and water. The organic phase was washed with water, with asaturated aqueous solution of sodium hydrogencarbonate and with asaturated aqueous solution of sodium chloride, in that order. Theorganic phase was dried over anhydrous sodium sulfate, and the solventwas removed by distillation under reduced pressure. The resultingresidue was purified by column chromatography through 50 g of silicagel, using a 1:1 by volume mixture of methylene chloride and hexane asthe eluent, to give 504 mg (yield 45%) of the title compound as an oil.

Infrared Absorption Spectrum (liquid film), ν_(max) cm⁻¹ : 2956, 2872,1496, 1446, 1210, 1188, 760, 699, 546.

21(iv) 2-(1-Phenylcyclopentyl)methyl-1,3-dithiane

720 μl of a 1.6M hexane solution of butyllithium were added dropwise at-78° C. to a solution of 126 mg (1.05 mmol) of 1,3-dithiane in a mixtureof 1.5 ml of tetrahydrofuran and 720 μl of hexamethylphosphorictriamide, whilst stirring, and the resulting mixture was stirred for 10minutes whilst cooling in an ice-salt bath. At the end of this time, asolution of 200 mg (0.699 mmol) of 2-(1-phenylcyclopentyl)methyl iodide[prepared as described in step (iii) above] in 1 ml of tetrahydrofuranwas added dropwise to the mixture at -78° C. The resulting mixture wasthen stirred for 20 minutes, whilst cooling in an ice-salt bath. Inorder to stop the reaction, a saturated aqueous solution of ammoniumchloride was then added to the reaction mixture, which was thenextracted with diethyl ether. The extract was washed with a saturatedaqueous solution of sodium chloride. The organic phase was dried overanhydrous sodium sulfate, and the solvent was removed by distillationunder reduced pressure. The resulting residue was purified by columnchromatography through 15 g of silica gel, using a 3:2 by volume mixtureof hexane and methylene chloride as the eluent, to give 100 mg (yield51%) of the title compound as a colorless foam-like material.

Nuclear Magnetic Resonance Spectrum (CDCl₃, 270 MHz), δ ppm: 1.57-2.10(12H, multiplet); 2.61-2.85 (4H, multiplet); 3.58 (1H, triplet, J=5.9Hz); 7.18-7.37 (5H, multiplet).

21(v) 2-(1-Phenylcyclopentyl)acetaldehyde

263 mg (0.969 mmol) of mercuric chloride and 129 mg (1.29 mmol) ofcalcium carbonate were added to a suspension of 90 mg (0.323 mmol) of2-(1-phenylcyclopentyl)methyl-1,3-dithiane [prepared as described instep (iv) above] in a mixture of 4 ml of acetonitrile and 0.6 ml ofwater, and the resulting mixture was stirred for 3 hours at 90° C. Atthe end of this time, the reaction mixture was cooled and then dilutedwith ethyl acetate. The insoluble materials were filtered off from thediluted mixture with the help of Celite (trade mark) filter aid. Thefiltrate was then washed with a 1M aqueous solution of sodium acetate,with a saturated aqueous solution of ammonium chloride and with asaturated aqueous solution of sodium chloride, in that order. Theorganic phase was dried over anhydrous sodium sulfate, and the solventwas removed by distillation under reduced pressure. The resultingresidue was purified by column chromatography through 5 g of silica gel,using methylene chloride as the eluent, to give 58.4 mg (yield 96%) ofthe title compound as a foam-like material.

Nuclear Magnetic Resonance Spectrum (CDCl₃, 270 MHz), δ ppm: 1.76-1.99(8H, multiplet); 2.64 (2H, doublet, J=3.3 Hz); 7.18-7.34 (5H,multiplet); 9.43 (1H, triplet, J=3.3 Hz).

21(vi) 2-(1-Phenylcyclopentyl)acetic acid

1 ml of an aqueous solution of 39 mg (0.402 mmol) of sulfamic acid andthen 1 ml of an aqueous solution of 37.6 mg (0.416 mmol) of sodiumchlorite were added dropwise to a solution of 58.4 mg (0.310 mmol) of2-(1-phenylcyclopentyl)acetaldehyde [prepared as described in step (v)above] in 1 ml of t-butanol at room temperature, and the resultingmixture was stirred for 1 hour at room temperature, after which it wasextracted with methylene chloride. The extract was washed with water andthen dried over anhydrous sodium sulfate. The solvent was removed bydistillation under reduced pressure, to give colorless crystals. Thesewere recrystallized from a mixture of ethyl acetate and hexane, to give57 mg (yield 90%) of the title compound as plate-like crystals.

Infrared Absorption Spectrum (KBr) ν_(max) cm⁻¹ : 2967, 2945, 2869,1706, 1426, 1400, 1204, 1195, 924, 911, 773, 698.

PREPARATION 22N-[(1-Phenylcyclopentyl)methyl]-N'-[2-t-butyl-5-(3-t-butyldimethylsilyloxy-4-cyclohexylbutyl)phenyl]urea

Following a procedure similar to that described in Preparation 20, butusing 2-(1-phenylcyclopentyl)acetic acid (prepared as described inPreparation 21) as a starting material, in a relative proportion similarto that used in that Preparation, the title compound was obtained as acolorless foam-like material.

Nuclear Magnetic Resonance Spectrum (CDCl₃, 270 MHz), δ ppm: 0.59 (6H,singlet); 0.92 (9H, singlet ); 1.17-1.93 (23H, multiplet); 1.27 (9H,singlet); 2.39-2.62 (2H, multiplet); 3.31 (2H, doublet, J=5 Hz);3.80-3.82 (1H, multiplet); 5.74 (1H, singlet); 6.84-7.28 (8H,multiplet).

PREPARATION 23(R)-N-{2-t-Butyl-5-[4-cyclohexyl-3-(t-butyldimethylsilyloxy)butyl]phenyl}-2-(9H-xanthen-9-yl)acetamide

23(i) (S)-2-Cyclohexyl-1-(benzyloxymethyl)ethyl alcohol

A solution of a Grignard reagent, prepared from 9.79 g (60.0 mmol) ofcyclohexyl bromide and 1.46 g (60.0 mmol) of magnesium, in 85 ml oftetrahydrofuran was added dropwise over a period of 10 minutes to asuspension of 1.90 g (9.98 mmol) of cuprous iodide in 50 ml oftetrahydrofuran at -75° C. The mixture was allowed to stand for 10minutes, and then a solution of 8.21 g (50.0 mmol) of(S)-benzyloxymethyloxirane, [α]_(D) =+4.82° (c=1, toluene), in 20 ml oftetrahydrofuran was added dropwise over a period of 15 minutes. Theresulting mixture was stirred for 3 hours at the same temperature andthen for 30 minutes at 0° C. At the end of this time, the reaction wasstopped by adding a saturated aqueous solution of ammonium chloride. Thereaction mixture was then mixed with 20 ml of concentrated aqueousammonia, after which it was extracted with diethyl ether. The extractwas washed with a saturated aqueous solution of ammonium chloride, witha saturated aqueous solution of sodium hydrogencarbonate and with asaturated aqueous solution of sodium chloride, in that order. Theorganic phase was then dried over anhydrous sodium sulfate, and thesolvent was removed by distillation under reduced pressure. Theresulting residue was purified by column chromatography through 250 g ofsilica gel, using a 1:4 by volume mixture of ethyl acetate and methylenechloride as the eluent, to give 10.0 g (yield 82%) of the title alcoholderivative as a colorless oil.

Infrared Absorption Spectrum (liquid film), ν_(max) cm⁻¹ : 3460, 1451,1364, 1102, 1048, 1028, 737, 699.

[α]_(D) ²⁵ =-0.84° (c=1.78, CHCl₃).

23(ii) (S) -[3-Benzyloxy-2-(t-butyldimethylsilyloxypropyl)cyclohexane

Following a procedure similar to that described in Preparation 10(ii),but using (S)-2-cyclohexyl-1-(benzyloxymethyl)ethyl alcohol [prepared asdescribed in step (i) above] as a starting material, in a relativeproportion similar to that used in that Preparation, the title silylcompound was obtained as an oil in a quantitative yield.

Infrared Absorption Spectrum (liquid film), ν_(max) cm⁻¹ : 1451, 1362,1252, 1125, 1028, 970, 835, 776.

[α]_(D) ²⁵ =-17.4° (c=1.22, CHCl₃).

23(iii) (S)-2-t-Butyldimethylsilyoxy-3-cyclohexylpropyl alcohol

A solution of 3.46 g (9.55 mmol) of(S)-[3-benzyloxy-2-(t-butyldimethylsilyloxypropyl)cyclohexane [preparedas described in step (ii) above] in 50 ml of ethanol was vigorouslystirred for 5 hours and 20 minutes in a stream of hydrogen and in thepresence of 580 mg of 10% w/w palladium-on-charcoal. At the end of thistime, the reaction mixture was filtered, and the catalyst was washedwith ethanol. The filtrate and the washings were combined and thesolvent was removed by distillation under reduced pressure. Theresulting residue was purified by column chromatography through 180 g ofsilica gel, using a 1:4 by volume mixture of ethyl acetate and hexane asthe eluent, to give 2.54 g (yield 98%) of the title alcohol derivativeas a colorless oil.

Infrared Absorption Spectrum (liquid film), ν_(max) cm⁻¹ : 3400, 1449,1254, 1080, 969, 837, 776.

[α]hd D²⁵ =+3.6° (c=1.02, CHCl₃).

23(iv) (S)-2-t-Butyldimethylsilyoxy-3-cyclohexylpropanal

1.5 ml (21.1 mmol) of dimethyl sulfoxide were added dropwise over aperiod of 2 minutes to a solution of 1.0 ml (11.5 mmol) of oxalylchloride in 20 ml of methylene chloride at -78° C. The mixture wasallowed to stand for 10 minutes, after which a solution of 2.54 g

(9.32 mmol) of (S)-2-t-butyldimethylsilyloxy-3-cyclohexylpropyl alcohol[prepared as described in step (iii) above] in 12 ml of methylenechloride was added dropwise over a period of 5 minutes. The resultingmixture was then stirred for 20 minutes at the same temperature, afterwhich 6.5 ml (46.6 mmol) of triethylamine were added. The mixture wasthen allowed to stand for 7 minutes, and the cooling bath was removed.After a further 10 minutes, the reaction was stopped by adding anaqueous solution of ammonium chloride. The reaction mixture was thenextracted with diethyl ether. The extract was washed twice with waterand once with a saturated aqueous solution of sodium chloride. Theorganic phase was dried over anhydrous magnesium sulfate, and thesolvent was then removed by distillation under reduced pressure, to give2.55 g (a quantitative yield) of the title aldehyde compound as acolorless oil.

Infrared Absorption Spectrum (liquid film), ν_(max) cm⁻¹ : 1738, 1472,1449, 1256, 1115, 1007, 940, 839, 778.

23(v)(S)-2-t-Butyl-5-(3-t-butyldimethylsilyloxy-4-cyclohexyl-1-butenyl)-1-nitrobenzene

8.6 ml (8.6 mmol) of a 1.0M tetrahydrofuran solution of sodiumhexamethyldisilazide were added dropwise over a period of 20 minutes toa suspension of 5.04 g (8.67 mmol) of(4-t-butyl-3-nitrophenyl)methyltriphenylphosphonium iodide (prepared asdescribed in Preparation 52) in 80 ml of tetrahydrofuran at -78° C., andthe mixture was allowed to stand for 1 hour. A solution of 2.33 g (8.61mmol) of (S)-2-t-butyldimethylsilyloxy-3-cyclohexylpropanol [prepared asdescribed in step (iv) above] in 7 ml of tetrahydrofuran was then addedall at once, and the resulting mixture was stirred for 1 hour at thesame temperature. The cooling bath was then removed, and the mixture wasstirred for a further 4 hours. The reaction was then stopped by adding asaturated aqueous solution of ammonium chloride, after which thereaction mixture was extracted with a 1:3 by volume mixture of ethylacetate and hexane. The extract was washed with water and with asaturated aqueous solution of sodium chloride, in that order, afterwhich it was dried over anhydrous magnesium sulfate. The solvent wasthen removed by distillation under reduced pressure, and the resultingresidue was purified by column chromatography through 150 g of silicagel, using a 1:19 by volume mixture of diethyl ether and hexane as theeluent, to give fractions containing small amounts of impurities. Thesefractions were again purified by column chromatography through 150 g ofsilica gel, using a 1:4 by volume mixture of methylene chloride andhexane as the eluent, to give 2.78 9 (yield 72%) of the title olefinderivative as a colorless oil.

Infrared Absorption Spectrum (liquid film), ν_(max) cm⁻¹ : 1534, 1368,1254, 1096, 1073, 1003, 970, 938, 837, 776.

23(vi)(R)-2-t-Butyl-5-(3-t-butyldimethylsilyloxy-4-cyclohexylbutyl)-1-nitrobenzene

A solution of 2.75 g (6.17 mmol) of(S)-2-t-butyl-5-(3-t-butyldimethylsilyloxy-4-cyclohexyl-1-butenyl)-1-nitrobenzene[prepared as described in step (v) above] in 30 ml of diethyl ether wasvigorously stirred for 20 minutes at 0° C. in a stream of hydrogen andin the presence of 303 mg of 10% w/w palladium-on-charcoal. The reactionmixture was then worked up in a similar manner to that described in step(iii) above, to give 2.65 g (yield 96%) of the title nitrobenzenederivative as a colorless oil.

Infrared Absorption Spectrum (liquid film), ν_(max) cm⁻¹ : 1532, 1472,1449, 1368, 1254, 1077, 1024, 1005, 978, 835, 774.

[α]_(D) ²² =-4.4° (c=1.46, CHCl₃).

23(vii)(R)-N-{2-t-Butyl-5-[4-cyclohexyl-3-(t-butyldimethylsilyloxy)butyl]phenyl]-2-(9H-xanthen-9-yl)acetamide

Following a procedure similar to that described in Preparation 3,(R)-2-t-butyl-5-(3-t-butyldimethylsilyloxy-4-cyclohexylbutyl)-1-nitrobenzene[prepared as described in step (vi) above] was converted to an anilinederivative. This was acylated in a similar manner to that described inExample 21, to give the title compound in a 94% yield as crystals,melting at 173°-174.5° C. (after recrystallisation from a mixture ofethyl acetate and hexane).

Infrared Absorption Spectrum (KBr) ν_(max) cm⁻¹ : 3460, 1640, 1538,1482, 1459, 1256, 1079, 835, 758.

[α]_(D) ²⁵ =-5.9° (c=1.14, CHCl₃).

PREPARATION 24 (S)-2-t-Butyl-5-(3-benzoyloxy-4-cyclohexylbutyl)aniline

24(i) (R)-2-t-Butyl-5-(3-hydroxy-4-cyclohexylbutyl)-1-nitrobenzene

Following a procedure similar to that described in Example 40, but using(R)-2-t-butyl-5-(3-t-butyldimethylsilyloxy-4-cyclohexylbutyl)-1-nitrobenzene[prepared as described in Preparation 23(vi)] as a starting material, ina relative proportion similar to that used in that Example, the titlealcohol derivative was obtained in a 98% yield as a colorless oil.

Infrared Absorption Spectrum (liquid film), ν_(max) cm⁻¹ : 3360, 1532,1449, 1368, 1254, 1063, 1048, 834, 810.

[α]_(D) ²⁵ =+5.0° (c=1.19, CHCl₃).

24 (ii) (S)-2-t-Butyl-5-(3-benzoyloxy-4-cyclohexylbutyl)-1-nitrobenzene

A solution of 734 mg (4.21 mmol) of diethyl azodicarboxylate in 5 ml oftetrahydrofuran was added dropwise over a period of 5 minutes to asolution of 1.16 g (3.48 mmol) of(R)-2-t-butyl-5-(3-hydroxy-4-cyclohexylbutyl)-1-nitrobenzene [preparedas described in step (i) above], 1.10 g (4.21 mmol) oftriphenylphosphine and 512 mg (4.19 mmol) of benzoic acid in 12 ml oftetrahydrofuran, whilst ice-cooling. The temperature of the reactionmixture was allowed to rise gradually to room temperature, after whichthe resulting mixture was stirred for 12 hours. At the end of this time,the reaction mixture was diluted with ethyl acetate. The diluted mixturewas then washed with a saturated aqueous solution of sodiumhydrogencarbonate and with a saturated aqueous solution of sodiumchloride, in that order. The organic phase was dried over anhydrousmagnesium sulfate, and then the solvent was removed by distillationunder reduced pressure. The resulting residue was purified by columnchromatography through 150 g of silica gel, using a 1:9 by volumemixture of diethyl ether and hexane as the eluent, to give 1.19 g (yield78% yield) of the title benzoyl derivative as an oil.

Infrared Absorption Spectrum (liquid film), ν_(max) cm⁻¹ : 1715, 1532,1451, 1368, 1273, 1113, 1069, 1026, 712.

[α]_(D) ²² =+8.1° (c=1.54, CHCl₃).

24(iii) (S)-2-t-Butyl-5-(3-benzoyloxy-4-cyclohexylbutyl)aniline

Following a procedure similar to that described in Preparation 3, butusing (S)-2-t-butyl-5-(3-benzoyloxy-4-cyclohexylbutyl)-1-nitrobenzene[prepared as described in step (ii) above] as a starting material, in arelative proportion similar to that used in that Example, the titlecompound was obtained as a crude product. The product was used in thefollowing reaction without further purification.

PREPARATION 25(R)-1-(2-{4-t-Butyl-3-[2-(9H-xanthen-9-yl)acetamido]phenyl}ethyl)-2-cyclohexylethylbenzyl succinate

A suspension of 249 mg (0.474 mmol) of(R)-N-[2-t-butyl-5-(4-cyclohexyl-3-hydroxybutyl)phenyl]-2-(9H-xanthen-9-yl)acetamide(prepared as described in Example 100), 218 mg (1.05 mmol) of benzylhydrogen succinate, 76 mg (0.62 mmol) of 4-(N,N-dimethylamino)pyridineand 256 mg (1.34 mmol) of 1-ethyl-3-(3'-dimethylaminopropyl)carbodiimidehydrochloride in 5 ml of tetrahydrofuran was stirred for 17 hours atroom temperature. At the end of this time, the reaction mixture wasdiluted with ethyl acetate, and the diluted mixture was washed with 2Naqueous hydrochloric acid, with water, with a saturated aqueous solutionof sodium hydrogencarbonate and with a saturated aqueous solution ofsodium chloride, in that order. The organic phase was then dried overanhydrous magnesium sulfate, and the solvent was removed by distillationunder reduced pressure. The resulting residue was purified by columnchromatography through 20 g of silica gel, using a 1:9 by volume mixtureof ethyl acetate and hexane as the eluent, to give 352 mg (aquantitative yield) of the title compound as a glassy material.

Infrared Absorption Spectrum (film), ν_(max) cm⁻¹ : 1734, 1659, 1480,1459, 1416, 1256, 1215, 1158, 870, 758.

PREPARATION 26N-[2-(1,1-Dimethyl-2-methoxy)ethyl-6-(3-oxopropyl)phenyl]-2-(9H-xanthen-9-yl)acetamide

26(i)N-[2-(1,1-Dimethyl-2-methoxy)ethyl-6-[3-t-butyldimethylsilyloxy)propyl]phenyl]-2-(9H -xanthen-9-yl)acetamide

Following a procedure similar to that described in Example 21, but using2-(1,1-dimethyl-2-methoxy)ethyl-6-[3-(t-butyldimethylsilyloxy)propyl]anilineas a starting material, in a relative proportion similar to that used inthat Example, the title amide derivative was obtained as colorlesscrystals.

Infrared Absorption Spectrum (KBr) ν_(max) cm⁻¹ : 3249, 1649, 1526,1480, 1459, 1258, 1102, 837, 754.

26(ii)N-[2-(1,1-Dimethyl-2-methoxy)ethyl-6-(3-oxopropyl)phenyl]-2-(9H-xanthen-9-yl)acetamide

Following a procedure similar to that described in Example 40,N-[2-(1,1-dimethyl-2-methoxy)ethyl-6-[3-t-butyldimethylsilyloxy)propyl]phenyl]-2-(9H-xanthen-9-yl)acetamide[prepared as described in step (i) above] was desilylated, after whichit was oxidized in a similar manner to that described in Preparation 19,to give the title compound as colorless crystals, melting at 112°-113.5°C.

Infrared Absorption Spectrum (KBr) ν_(max) cm⁻¹ : 3225, 1725, 1648,1534, 1482, 1459, 1262, 1107, 756.

PREPARATION 27(S)-1-(2-{4-t-Butyl-3-[2-(9H-xanthen-9-yl)acetamido]phenyl}ethyl)-2-cyclohexylethylbenzyl succinate

Following a procedure similar to that described in Preparation 25, butusing(S)-N-[2-t-butyl-5-(4-cyclohexyl-3-hydroxybutyl)phenyl]-2-(9H-xanthen-9-yl)acetamide(prepared as described in Example 102) and benzyl hydrogen malonate asstarting materials, in relative proportions similar to those used inthat Preparation, the title compound was obtained as a foam-likematerial.

Nuclear Magnetic Resonance Spectrum (CDCl₃, 270 MHz), δ ppm: 0.78-1.02(2H, multiplet); 1.10-1.90 (13H, multiplet); 1.16 (9H, singlet);2.40-2.71 (4H, multiplet); 3.38 (2H, singlet); 4.74 (1H, triplet, J=7Hz); 5.05-5.16 (1H, multiplet ); 5.19 (2H, singlet); 6.90-7.40 (16H,multiplet).

PREPARATION 28N-(2-Isopropyl-6-hydroxymethylphenyl)-2-(9H-xanthen-9-yl)acetamide

Method A

28(i) 2-Isopropyl-6-methylthiomethylaniline

15.51 g (116 mmol) of N-chlorosuccinimide were added over a period of 20minutes to a solution of 11.2 g (82.9 mmol) of 2-isopropylaniline and7.22 g (116 mmol) of dimethyl sulfide in 200 ml of methylene chloride,whilst maintaining the internal temperature at between 15° and 20° C.After 15 minutes, 11.73 g (116 mmol) of triethylamine were added to themixture, which was then heated under reflux for 9 hours. At the end ofthis time, the solvent was removed by distillation under reducedpressure. The resulting residue was mixed with diethyl ether andinsoluble materials which appeared were filtered off. The filtrate wasconcentrated by evaporation under reduced pressure, and the concentratewas purified by column chromatography through 300 g of silica gel, usinga gradient elution method, with mixtures of hexane and methylenechloride ranging from 4:1 to 0:1 as the eluent, to give 10.45 g (yield65%) of the title sulfide derivative as an oil.

Infrared Absorption Spectrum (liquid film), ν_(max) cm⁻¹ : 3447, 3354,1623, 1460, 1447, 1280, 1268, 1242, 1049, 747.

28(ii) 2-Isopropyl-6-methylsulfinylmethylaniline

12.9 g (52.3 mmol) of m-chloroperbenzoic acid (70% purity) were addedover a period of 15 minutes to a suspension of 10.21 g (52.3 mmol) of2-isopropyl-6-methylthiomethylaniline [prepared as described in step (i)above] and 5.31 g (50 mmol) of sodium carbonate in 200 ml of methylenechloride, whilst ice-cooling. The reaction mixture was stirred for 1.5hours at the same temperature, after which it was diluted with methylenechloride, and the diluted mixture was washed with a saturated aqueoussolution of sodium hydrogencarbonate, with an aqueous solution of sodiumsulfite and with water, in that order. The solvent was then removed bydistillation under reduced pressure, and the resulting residue wasrecrystallized from a mixture of diethyl ether and diisopropyl ether, togive 7.74 g of the title compound as a first crop. The mother liquor wasthen concentrated by evaporation under reduced pressure, and theconcentrate was repeatedly recrystallized from the same solvent to givea further 0.75 g of the title S-oxide derivative. The total yield was8.49 g (yield 77%). The title compound melted at 91°-91.5° (afterrecrystallisation from a mixture of methylene chloride and diisopropylether).

Infrared Absorption Spectrum (KBr) ν_(max) cm⁻¹ : 3465, 3367, 1644,1461, 1437, 1417, 1018, 948, 752.

2.8(iii) 2-Isopropyl-6-chloromethylaniline hydrochloride

Hydrogen chloride gas was introduced for 35 minutes into a solution of7.74 g of 2-isopropyl-6-methylsulfinylmethylaniline [prepared asdescribed in step (ii) above] in 80 ml of 1,2-dichloroethane warmed at50° C., with the aid of a gas-inlet tube. The reaction mixture was thencooled to room temperature and 50 ml of hexane were added thereto. Thecrystals which precipitated were collected by filtration and washed withhexane to give 7.78 g (yield 96%) of the title aniline hydrochloride asa powder.

28(iv) N-(2-Isopropyl-6-chloromethylphenyl)-2-(9H-xanthen-9-yl)acetamide

Following a procedure similar to that described in Example 21, but using1.0 g (4.17 mmol) of 2-(9H-xanthen-9-yl)acetic acid, the acid chloridewas obtained. The whole of this acid chloride was dissolved in 30 ml ofmethylene chloride, and then 917 mg (4.17 mmol) of2-isopropyl-6-chloromethylaniline hydrochloride [prepared as describedin step (iii) above] were added, and the resulting mixture was cooled to-780° C. A solution of 1.18 g (9.17 mmol) of N-diisopropyl-N-ethylaminein 5 ml of methylene chloride was then added dropwise to the mixture.The temperature of the mixture was allowed to rise gradually to 0° C.over a period of 2 hours, after which a solution of 0.30 g (2.32 mmol)of N-diisopropyl-N-ethylamine in 1 ml of methylene chloride was added.The mixture was then stirred for 20 minutes at the same temperature. Atthe end of this time, the reaction mixture was diluted with methylenechloride, and the diluted mixture was washed twice with 2N aqueoushydrochloric acid, once with a saturated aqueous solution of sodiumhydrogencarbonate and then once with a saturated aqueous solution ofsodium chloride. The organic phase was concentrated by evaporation underreduced pressure to a volume of about 10 ml, and the concentrate wasdiluted with 10 ml of diethyl ether. The crystals which precipitatedwere collected by filtration to give 0.73 g of the title compound as afirst crop. The mother liquor was then concentrated by evaporation underreduced pressure, and the concentrate was mixed with diethyl ether toprecipitate 0.46 g of a second crop. The concentrate, obtained from themother liquor of the second crop, was purified by column chromatographythrough 15 g of silica gel, using a 50:1 by volume mixture of methylenechloride and ethyl acetate as the eluent, to give a further 0.19 g ofthe title compound as crystals. The total yield was 1.38 g (yield 82%).The title compound melted at 199.5°-202° C. (after recrystallisationfrom a mixture of ethyl acetate and diethyl ether).

Infrared Absorption Spectrum (KBr) ν_(max) cm⁻¹ : 3218, 1656, 1598,1576, 1530, 1482, 1456, 1409, 1359, 1262.

28(v) N-(2-Isopropyl-6-acetoxymethylphenyl)-2-(9H-xanthen-9-yl)acetamide

A suspension of 189 mg (0.467 mmol) ofN-(2-isopropyl-6-chloromethylphenyl)-2-(9H-xanthen-9-yl)acetamide[prepared as described in step (iv) above], 153 mg (1.86 mmol) of sodiumacetate and 105 mg (0.70 mmol) of sodium iodide in 2 ml ofN,N-dimethylformamide was stirred for 3 hours at 50° C. The reactionmixture was then diluted with ethyl acetate, and the diluted mixture waswashed several times with water. The organic phase was dried overanhydrous sodium sulfate, and the solvent was removed by distillationunder reduced pressure. The resulting residue was purified by columnchromatography through 7 g of silica gel, using a gradient elutionmethod, with mixtures of methylene chloride and ethyl acetate rangingfrom 50:1 to 12:1 as the eluent, to give 126 mg (yield 63%) of the titleacetyl derivative as crystals, melting at 159°-160° C. (afterrecrystallization from a mixture of ethyl acetate and hexane).

Infrared Absorption Spectrum (KBr) ν_(max) cm⁻¹ : 3249, 1746, 1647,1600, 1577, 1525, 1480, 1458, 1261, 1217.

28(vi)N-(2-Isopropyl-6-hydroxymethylphenyl)-2-(9H-xanthen-9-yl)acetamide

A solution of 79 mg (1.98 mmol) of sodium hydroxide in 1 ml of water wasadded to a solution of 567 mg (1.32 mmol) ofN-(2-isopropyl-6-acetoxymethylphenyl)-2-(9H-xanthen-9-yl)acetamide[prepared as described in step (v) above] in 15 ml of methanol, and theresulting mixture was stirred for 1 hour at room temperature. At the endof this time, the reaction mixture was concentrated by evaporation underreduced pressure, and the concentrate was partitioned between ethylacetate and water. The organic phase was washed with a saturated aqueoussolution of sodium chloride, and the solvent was removed by distillationunder reduced pressure, to give 511 mg (a quantitative yield) of thetitle compound, melting at 155°-156° C. (after recrystallization from amixture of ethyl acetate and hexane).

Infrared Absorption Spectrum (KBr) ν_(max) cm⁻¹ : 3248, 1660, 1646,1528, 1480, 1457, 1255, 1045.

Method B

28(vii)N-(2-Isopropyl-6-hydroxyethylphenyl)-2-(9H-xanthen-9-yl)acetamide

4.24 g (25 mmol) of silver nitrate were added to a solution of 10.14 g(25.0 mmol)N-(2-isopropyl-6-chloromethylphenyl)-2-(9H-xanthen-9-yl)acetamide[prepared as described in step (iv) above] in a mixture of 500 ml ofacetone, 100 ml of tetrahydrofuran and 200 ml of water, and theresulting mixture was stirred for 7 hours at 60° C. At the end of thistime, the reaction mixture was concentrated by evaporation under reducedpressure, and the concentrate was diluted with ethyl acetate. Thediluted mixture was washed with water and with a saturated aqueoussolution of sodium chloride, in that order. The organic phase was thendried over anhydrous sodium sulfate, and the solvent was removed bydistillation under reduced pressure. The resulting residue was purifiedby column chromatography through silica gel, using a 3:1 by volumemixture of methylene chloride and ethyl acetate as the eluent, to give6.41 g (yield 66%) of the title compound as crystals.

PREPARATION 29N-(2-Isopropyl-6-formylphenyl)-2-(9H-xanthen-9-yl)acetamide

Method A

Following a procedure similar to that described in Preparation 19, butusing N-(2-isopropyl-6-hydroxymethylphenyl)-2-(9H-xanthen-9-yl)acetamide(prepared as described in Preparation 28) as a starting material, in arelative amount similar to that used in that Example, the title compoundwas obtained as crystals, melting at 201°-202° C. (afterrecrystallization from a mixture of methylene chloride, diethyl etherand hexane).

Infrared Absorption Spectrum (KBr) ν_(max) cm⁻¹ :. 3263, 2966, 1695,1647, 1585, 1516, 1481, 1458, 1408, 1396, 1363, 1257.

Method B

300 mg (4.0 mmol) of trimethylamine N-oxide were added, whilstice-cooling, to a solution of 406 mg (1.0 mmol) ofN-(2-isopropyl-6-chloromethylphenyl)-2-(9H-xanthen-9-yl)acetamide[prepared as described in Preparation 28(iv)] in a mixture of 6 ml ofdimethyl sulfoxide and 2 ml of methylene chloride. After the additionwas complete, the temperature of the mixture was allowed to risegradually to room temperature, and then the resulting mixture wasstirred for 15 hours at room temperature. At the end of this time, thereaction mixture was diluted with ethyl acetate, and the diluted mixturewas washed with water and then with a saturated aqueous solution ofsodium chloride. The organic phase was dried over anhydrous sodiumsulfate, and the solvent was removed by distillation under reducedpressure. The resulting residue was purified by column chromatographythrough silica gel, using methylene chloride as the eluent, to give 173mg (yield 45%) of the title compound as crystals.

PREPARATION 30N-[2-Isopropyl-6-(3-hydroxypropyl)phenyl]-2-(9H-xanthen-9-yl)acetamide

30(i)N-[2-Isopropyl-6-(2-ethoxycarbonylethenyl)phenyl]-2-(9H-xanthen-9-yl)acetamide

Following a procedure similar to that described in Preparation 16, butusing N-(2-isopropyl-6-formylphenyl)-2-(9H-xanthen-9-yl)acetamide(prepared as described in Preparation 29) as a starting material, in arelative amount similar to that used in that Example, the title esterderivative was obtained as crystals, melting at 217°-218° C. (afterrecrystallization from a mixture of ethyl acetate and hexane).

Infrared Absorption Spectrum (KBr) ν_(max) cm⁻¹ : 3275, 2969, 1709,1666, 1638, 1517, 1480, 1460, 1313, 1253, 1178, 761.

30(ii)N[2-Isopropyl-6-(3-hydroxy-1-propenyl)phenyl]-2-(9H-xanthen-9-yl)acetamide

68 μl (0.60 mmol) of boron trifluoride etherate were added at -78° C. toa solution of 228 mg (0.5 mmol) ofN-[2-isopropyl-6-(2-ethoxycarbonylethenyl)phenyl]-2-(9H-xanthen-9-yl)acetamide[prepared as described in step (i) above] in 6 ml of methylene chloride.The resulting mixture was stirred for 30 minutes, after which 2.0 ml ofa 1.0M solution of diisobutylaluminum hydride were added dropwise over aperiod of 5 minutes. The temperature of the mixture was allowed to riseto room temperature, and then 10 ml of a 10% w/v aqueous solution oftartaric acid were added to the reaction mixture in order to stop thereaction. The reaction mixture was then diluted with methylene chloride.The diluted mixture was washed with a saturated aqueous solution ofsodium hydrogencarbonate and then with a saturated aqueous solution ofsodium chloride. The organic phase was dried over anhydrous sodiumsulfate, and the solvent was removed by distillation under reducedpressure. The resulting residue was triturated with a mixture of diethylether and hexane to cause crystallization. The crystals were collectedby filtration to give 185 mg (yield 85%) of the title alcoholderivative, melting at 225°-227° C. (after recrystallization from amixture of acetonitrile and diisopropyl ether).

Infrared Absorption Spectrum (KBr) ν_(max) cm⁻¹ : 3285, 2962, 1653,1480, 1458, 1256, 756.

30(iii)N-[2-Isopropyl-6-(3-hydroxypropyl)phenyl]-2-(9H-xanthen-9-yl)acetamide

Following a procedure similar to that described in Example 8, but usingN-[2-isopropyl-6-(3-hydroxy-1-propenyl)phenyl]-2-(9H-xanthen-9-yl)acetamide[prepared as described in step (ii) above] as a starting material, in arelative amount similar to that used in that Example, the title compoundwas obtained as crystals, melting at 218°-219° C. (afterrecrystallization from a mixture of diethyl ether and hexane).

Infrared Absorption Spectrum (KBr) ν_(max) cm⁻¹ : 3405, 3236, 2963,1652, 1518, 1482, 1458, 1260, 758.

PREPARATION 31N-{2-Isopropyl-6-[(3-hydroxypropyl)oxymethyl]phenyl}-2-(9H-xanthen-9-yl)acetamide

Following a procedure similar to that described in Preparation 1, butusing N-(2-isopropyl-6-hydroxymethylphenyl)-2-(9H-xanthen-9-yl)acetamide(prepared as described in Preparation 28) as a starting material, in arelative amount similar to that used in that Preparation, the titlecompound was obtained as crystals, melting at 150°-151° C. (afterrecrystallization from a mixture of diethyl ether and hexane).

Infrared Absorption Spectrum (KBr) ν_(max) cm⁻¹ : 3238, 2960, 2867,1651, 1527, 1480, 1457, 1260, 754.

PREPARATION 32N-[2-Isopropyl-6-(2-hydroxyethyl)oxymethylphenyl]-2-(9H-xanthen-9-yl)acetamide

Following a procedure similar to that described in Preparation 1(ii),but usingN-(2-isopropyl-6-chloromethylphenyl)-2-(9H-xanthen-9-yl)acetamide[prepared as described in Preparation 28(iv)] and ethylene glycol asstarting materials, in relative amounts similar to those used in thatPreparation, the title compound, melting at 153°-154° C. (afterrecrystallization from a mixture of diethyl ether and hexane), wasobtained in a 52% yield.

Infrared Absorption Spectrum (KBr) ν_(max) cm⁻¹ : 3384, 3255, 2962,2869, 1650, 1522, 1478, 1457, 1258, 1116, 752.

PREPARATION 33N-[2-t-Butyl-5-(4-cyclohexyl-3-formylbutyl)phenyl]-2-(9H-xanthen-9-yl)acetamide

33(i)N-[2-t-Butyl-5-(4-cyclohexyl-3-(methoxyvinylidene)butylphenyl]-2-(9H-xanthen-9-yl)acetamide

1.51 ml (2.42 mmol) of a 1.6M hexane solution of butyllithium were addeddropwise over a period of 3 minutes to a suspension of 828 mg (2.42mmol) of methoxymethyltriphenylphosphonium chloride in 10 ml oftetrahydrofuran, whilst ice-cooling. The resulting mixture was thenstirred for 30 minutes at the same temperature, after which 422 mg(0.805 mmol) ofN-[2-t-butyl-5-(4-cyclohexyl-3-oxobutyl)phenyl]-2-(9H-xanthen-9-yl)acetamide(prepared as described in Example 13) were added to the mixture. Thetemperature of the mixture was allowed to rise to room temperature, andthen the reaction mixture was stirred for a further 1 hour. In order tostop the reaction, a saturated aqueous solution of ammonium chloride wasadded to the reaction mixture, after which it was extracted with diethylether. The extract was washed twice with water and once with a saturatedaqueous solution of sodium chloride. The organic phase was then driedover anhydrous sodium sulfate, and the solvent was removed bydistillation under reduced pressure. The resulting residue was purifiedby column chromatography through 25 g of silica gel, using a gradientelution method, with mixtures of methylene chloride and ethyl acetateranging from 100:3 to 100:5 by volume as the eluent. The combinedeluates were concentrated by evaporation under reduced pressure, and theconcentrate was recrystallized from a mixture of diethyl ether andhexane to give 278 mg (yield 62%) of the title vinyl ether derivative ascrystals, melting at 117°-118° C.

Infrared Absorption Spectrum (KBr) ν_(max) cm⁻¹ : 2924, 2847, 1670,1639, 1578, 1541, 1529, 1481, 1458, 1257, 1213.

33(ii)N-[2-t-Butyl-5-(4-cyclohexyl-3-formylbutyl)phenyl]-2-(9H-xanthen-9-yl)acetamide

2 ml of 2N aqueous hydrochloric acid were added to a solution of 278 mg(0.503 mmol) ofN-[2-t-butyl-5-(4-cyclohexyl-3-(methoxyvinylidene)butylpheny1]-2-(9H-xanthen-9-yl)acetamide[prepared as described in step (i) above] in 8 ml of tetrahydrofuran,and the resulting mixture was stirred for 4 hours at 50° C. At the endof this time, the reaction mixture was allowed to cool to roomtemperature, after which it was diluted with diethyl ether. The dilutedmixture was washed with water until it was neutral and then washed witha saturated aqueous solution of sodium chloride. The organic phase wasthen dried over anhydrous sodium sulfate, and the solvent was removed bydistillation under reduced pressure. The resulting residue was purifiedby column chromatography through 15 g of silica gel, using a gradientelution method, with mixtures of methylene chloride and ethyl acetate inratios ranging from 100:3 to 100:5 by volume as the eluent. The combinedeluates were concentrated by evaporation under reduced pressure, and theconcentrate was recrystallized from a mixture of diethyl ether andhexane, to give 227 mg (yield 83%) of the title compound, melting at121°-122° C.

Infrared Absorption Spectrum (KBr) ν_(max) cm⁻¹ : 2924, 2851, 1726,1655, 1639, 1576, 1527, 1479, 1458, 1419, 1363, 1298, 1257.

PREPARATION 34{4-t-Butyl-3-[2-(9H-xanthen-9-yl)acetamido]phenyl}methyltriphenylphosphoniumbromide

34(i) N-[2-t-Butyl-5-bromomethylphenyl]-2-(9H-xanthen-9-yl)acetamide

3.19 g (9.63 mmol) of carbon tetrabromide were added to a solution of2.57 g (6.40 mmol) ofN-(2-t-butyl1-5-hydroxymethylphenyl)-2-(9H-xanthen-9-yl)acetamide(prepared as described in Preparation 14) and 2.04 g (7.77 mmol) oftriphenylphosphine in 20 ml of methylene chloride, and the resultingmixture was stirred for 4 hours at room temperature. At the end of thistime, the reaction mixture was placed on a column containing 100 g ofsilica gel and the column was eluted with a 1:9 by volume mixture ofdiethyl ether and methylene chloride. The eluates were combined andconcentrated by evaporation under reduced pressure, to give 2.52 g(yield 85%) of the title bromide as crystals, melting at 229°-231° C.(after recrystallization from ethyl acetate).

Infrared Absorption Spectrum (KBr) ν_(max) cm⁻¹ : 3216, 1640, 1535,1487, 1457, 1414, 1366, 1262, 1236, 763.

34(ii){4-t-Butyl-3-[2-(9H-xanthen-9-yl)acetamido]phenyl}methyltriphenylphosphoniumbromide

A solution of 2.52 g (5.42 mmol) ofN-[2-t-butyl-5-bromomethylphenyl]-2-(9H-xanthen-9-yl)acetamide [preparedas described in step (i) above] and 1.58 g (6.02 mmol) oftriphenylphosphine in 25 ml of toluene was heated under reflux for 5hours whilst vigorously stirring. At the end of this time, it was cooledto room temperature, and the resulting precipitate was collected byfiltration and pulverized. This precipitate was then washed with tolueneand with hexane, in that order, and dried over anhydrous sodium sulfate,to give 3.71 g (yield 90%) of the title compound as a powder.

Infrared Absorption Spectrum (KBr) ν_(max) cm⁻¹ : 3420, 1669, 1482,1459, 1439, 1256, 1111, 834, 753, 691.

PREPARATION 35 1-Benzyloxy-5-cyclohexyl-2-pentanone

35(i) 4-Cyclohexyl-1-(benzyloxymethyl)butanol

A solution of 1.01 g (6.73 mmol) of 2-benzyloxyacetaldehyde in 6 ml ofdiethyl ether was added dropwise over a period of 3 minutes to 14 ml(8.6 mmol) of a 0.6M diethyl ether solution of3-cyclohexylpropylmagnesium bromide, whilst ice-cooling, and theresulting mixture was stirred for 30 minutes at the same temperature andthen for 10 minutes at room temperature. In order to stop the reaction,a saturated aqueous solution of ammonium chloride was added to thereaction mixture. The reaction mixture was then diluted with diethylether, and the diluted mixture was washed with water and with asaturated aqueous solution of sodium chloride, in that order. Theorganic phase was dried over anhydrous magnesium sulfate, and thesolvent was removed by distillation under reduced pressure. Theresulting residue was purified by column chromatography through 150 g ofsilica gel, using a 1:3 by volume mixture of ethyl acetate and hexane asthe eluent, to give 1.27 g (yield 68%) of the title alcohol derivativeas an oil.

Infrared Absorption Spectrum (liquid film), ν_(max) cm⁻¹ : 3470, 3031,1497, 1451, 1364, 1206, 1100, 1028, 735, 699.

35(ii) 1-Benzyloxy-5-cyclohexyl-2-pentanone

Following a procedure similar to that described in Preparation 19, butusing 4-cyclohexyl-1-(benzyloxymethyl)butanol [prepared as described instep (i) above] as a starting material, in a relative amount similar tothat used in that Preparation, the title compound was obtained as anoil.

Infrared Absorption Spectrum (liquid film), ν_(max) cm⁻¹ : 3032, 1721,1497, 1451, 1260, 1210, 1102, 1028, 737, 699.

PREPARATION 36 3-Cyclohexyloxy-1-(benzyloxymethyl)propyl alcohol and4-cyclohexyloxy-2-benzyloxybutyl alcohol

36(i) 3-Cyclohexyloxypropyl alcohol

14.0 ml (14.0 mmol) of a 1M hexane solution of diisobutylaluminumhydride were added dropwise over a period of 5 minutes to a solution of1.01 g (647 mmol) of 1,5-dioxaspiro[5.5]-undecane in 5 ml of methylenechloride, and the resulting mixture was stirred for 1 hour at roomtemperature. At the end of this time, the reaction mixture wasice-cooled and 20 ml of methanol were added dropwise over a period of 5minutes in order to stop the reaction. The mixture was stirred for 20minutes at room temperature, and then 2N aqueous hydrochloric acid wasadded to dissolve the precipitate. The mixture was then extracted withdiethyl ether. The extract was washed with water, with a saturatedaqueous solution of sodium hydrogencarbonate and with a saturatedaqueous solution of sodium chloride, in that order. The organic phasewas dried over anhydrous magnesium sulfate, and the solvent was removedby distillation under reduced pressure. The resulting residue waspurified by column chromatography through 25 g of silica gel, using a3:1 by volume mixture of diethyl ether and hexane as the eluent, to give774 mg (yield 76%) of the title alcohol derivative as an oil.

Infrared Absorption Spectrum (liquid film), ν_(max) cm⁻¹ : 3390, 1451,1366, 1258, 1092, 984, 967, 930, 889.

36(ii) 3-Cyclohexyloxypropanal

Following a procedure similar to that described in Preparation 19, butusing 3-cyclohexyloxypropyl alcohol [prepared as described in step (i)above] as a starting material, in a relative amount similar to that usedin that Example, the title aldehyde derivative was obtained as an oil.

Infrared Absorption Spectrum (liquid film), ν_(max) cm⁻¹ : 2728, 1727,1451, 1364, 1258, 1212, 1100, 1025, 984, 889.

36(iii) 4-Cyclohexyloxy-1-butene

3.3 ml of a 1.6M hexane solution of butyllithium were added dropwiseover a period of 4 minutes to a suspension of 1.88 g (5.26 mmol) ofmethyltriphenylphosphonium bromide in 19 ml of tetrahydrofuran at -20°C. The reaction mixture was allowed to stand for 25 minutes, after whicha solution of 747 mg (4.75 mmol) of 3-cyclohexyloxypropanal [prepared asdescribed in step (if) above] in 5 ml of tetrahydrofuran was addeddropwise over a period of 3 minutes. The reaction mixture was thenstirred for 30 minutes at the same temperature and then for 30 minutesat room temperature. In order to stop the reaction, a saturated aqueoussolution of ammonium chloride was added to the reaction mixture, whichwas then extracted with diethyl ether. The extract was washed with waterand with a saturated aqueous solution of sodium chloride, in that order.The organic phase was dried over anhydrous magnesium sulfate, and thenthe solvent was removed by distillation under reduced pressure. Theresulting residue was purified by column chromatography through 25 g ofsilica gel, using a 1:1 by volume mixture of methylene chloride andhexane as the eluent, to give 462 mg (yield 63%) of the title olefinderivative as an oil.

Infrared Absorption Spectrum (liquid film), ν_(max) cm⁻¹ : 3079, 1642,1451, 1364, 1258, 1107, 992, 957, 913.

36(iv) 4-Cyclohexyloxy-2-hydroxybutyl alcohol

1.9 ml (0.15 mmol) of a 2% w/v aqueous solution of osmium tetraoxidewere added to a solution of 462 mg (3.00 mmol) of4-Cyclohexyloxy-1-butene [prepared as described in step (iii) above] and702 mg (5.99 mmol) of N-methylmorpholine N-oxide in a mixture of 20 mlof acetonitrile and 5 ml of water, and the resulting mixture was stirredfor 12 hours at room temperature. In order to stop the reaction, anaqueous solution of sodium sulfite was added to the reaction mixture,which was then extracted with ethyl acetate. The extract was washed withwater, with 2N aqueous hydrochloric acid, with a saturated aqueoussolution of sodium hydrogencarbonate and with a saturated aqueoussolution of sodium chloride, in that order. The organic phase was driedover anhydrous magnesium sulfate, and the solvent was removed bydistillation under reduced pressure. The resulting residue was purifiedby column chromatography through 15 g of silica gel, using ethyl acetateas the fluent, to give 443 mg (yield 78%) of the title diol derivativeas an oil.

Infrared Absorption Spectrum (liquid film), ν_(max) cm⁻¹ : 3990, 1451,1366, 1258, 1092, 994, 951, 872, 791.

36(v) 2-Phenyl-4-(2-cyclohexylethyl)-1,3-dioxolane

43 mg (0.23 mmol) of p-toluenesulfonic acid monohydrate were added,whilst ice-cooling, to a solution of 473 mg (2.51 mmol) of4-cyclohexyloxy-2-hydroxybutyl alcohol [prepared as described in stepabove] and 1.14 ml (7.56 mmol) of benzaldehyde dimethyl acetal in 10 mlof methylene chloride, and the resulting mixture was stirred for 2.5hours at room temperature. In order to stop the reaction, a saturatedaqueous solution of sodium hydrogencarbonate was added to the reactionmixture, which was then extracted with diethyl ether. The extract waswashed with a saturated aqueous solution of sodium chloride. The organicphase was dried over anhydrous magnesium sulfate, and the solvent wasremoved by distillation under reduced pressure. The resulting residuewas purified by column chromatography through 50 g of silica gel, usinga 1:9 by volume mixture of diethyl ether and methylene chloride as theeluent, to give 578 mg (yield 83%) of the title 1.3-dioxolane derivativeas an oil.

Infrared Absorption Spectrum (liquid film), ν_(max) cm⁻¹. 1453, 1403,1366, 1219, 1096, 1026, 914, 758, 699.

36(vi) 3-Cyclohexyloxy-1-(benzyloxymethyl)propyl alcohol and4-cyclohexyloxy-2-benzyloxybutyl alcohol

4.5 ml (4.5 mmol) of a 1M hexane solution of diisobutyl aluminum hydridewere added dropwise over a period of 5 minutes to a solution of 560 mg(2.03 mmol) of 2-phenyl-4-(2-cyclohexylethyl)-1,3-dioxolane [prepared asdescribed in step (v) above] in 5 ml of methylene chloride, and theresulting mixture was stirred for 50 minutes. In order to stop thereaction, 0.8 ml of methanol was added the reaction mixture, and theprecipitate which appeared was dissolved by adding 2N aqueoushydrochloric acid, after which it was extracted with diethyl ether. Theextract was washed with water, with a saturated aqueous solution ofsodium hydrogencarbonate and with a saturated aqueous solution of sodiumchloride, in that order. The organic phase was dried over anhydrousmagnesium sulfate, and the solvent was removed by distillation underreduced pressure. The resulting residue was purified by columnchromatography through 60 g of silica gel, using a 1:4 by volume mixtureof ethyl acetate and methylene chloride as the eluent, to give 409 mg(yield 72%) of a less polar secondary alcohol.3-cyclohexyloxy-1-(benzyloxymethyl)-propyl alcohol, and 133 mg (yield24%) of a more polar primary alcohol, 4-cyclohexyloxy-2-benzyloxybutylalcohol, respectively, both as oils.

Infrared Absorption Spectrum (liquid film), ν_(max) cm⁻¹.3-Cyclohexyloxy-1-(benzyloxymethyl)propyl alcohol: 3450, 1453, 1364,1206, 1100, 1026, 737, 699; and 4-cyclohexyloxy-2-benzyloxybutylalcohol: 3440, 1453, 1364, 1208, 1092, 1028, 737, 699.

PREPARATION 37 1-Benzyloxy-4-cyclohexyloxy-2-butanone

Following a procedure similar to that described in Preparation 19, butusing 3-cyclohexyloxy-1-(benzyloxymethyl)propyl alcohol (prepared asdescribed in Preparation 36) as a starting material, in a relativeamount similar to that used in that Preparation, the title compound wasobtained as an oil.

Infrared Absorption Spectrum (liquid film), ν_(max) cm⁻¹ : 3032, 1725,1453, 1366, 1258, 1209, 1105, 1026, 739, 698.

PREPARATION 38 2-Benzyloxy-4-cyclohexyloxybutanal

Following a procedure similar to that described in Preparation 19, butusing 4-cyclohexyloxy-2-benzyloxybutyl alcohol (prepared as described inPreparation 36) as a starting material, in a relative amount similar tothat used in that Preparation, the title compound was obtained as anoil.

Infrared Absorption Spectrum (liquid film), ν_(max) cm⁻¹ : 3032, 1734,1453, 1366, 1209, 1104, 1026, 951, 739, 699.

PREPARATION 39N-{2-t-Butyl-5-[2-(oxiran-2-yl)ethyl]phenyl}-2-(9H-xanthen-9-yl)acetamide

A suspension of 690 mg (15.8 mmol) of sodium hydride (as a 55% w/wdispersion in mineral oil, which had previously been washed with hexane)in 10 ml of dimethyl sulfoxide was stirred for 30 minutes, after which2.66 g (12.1 mmol) of trimethylsulfoxonium iodide were added. Theresulting mixture was stirred for 1 hour at 40° C., and then a solutionof 4.50 g (10.5 mmol) ofN-[2-t-butyl-5-(3-oxopropyl)phenyl]-2-(9H-xanthen-9-yl)acetamide(prepared as described in Preparation 19) in 25 ml of tetrahydrofuranwas added dropwise over a period of 5 minutes. The reaction mixture wasthen stirred for 1 hour, after which the reaction mixture was cooled toroom temperature and then diluted with ethyl acetate. The dilutedmixture was washed several times with water and once with a saturatedaqueous solution of sodium chloride. The organic phase was dried overanhydrous magnesium sulfate, and the solvent was removed by distillationunder reduced pressure. The resulting residue was purified by columnchromatography through 250 g of silica gel, using a 9:1 by volumemixture of methylene chloride and ethyl acetate as the eluent, to give3.00 g (yield 65%) of the title compound as crystals, melting at156°-157° C. (after recrystallization from a mixture of ethyl acetateand hexane).

Infrared Absorption Spectrum (KBr) ν_(max) cm⁻¹ : 3266, 2965, 1655,1611, 1576, 1481, 1458, 1404, 1302, 1254, 829, 756.

PREPARATION 40N-(2-t-Butyl-5-{4-cyclohexyl-3-[2-(benzyloxycarbonylmethylthio)acetoxy]butyl}phenyl)-2-(9H-xanthen-9-yl)acetamide

Following a procedure similar to that described in Preparation 25, butusingN-[2-t-butyl-5-(4-cyclohexyl-3-hydroxybutyl)phenyl]-2-(9H-xanthen-9-yl)acetamide(prepared as described in Example 12) and2-(benzyloxycarbonylmethylthio)acetic acid as starting materials, inrelative proportions similar to those used in that Preparation, thetitle compound was obtained as a foam-like material.

Infrared Absorption Spectrum (KBr) ν_(max) cm⁻¹ : 3275, 2923, 1733,1660, 1481, 1457, 1256, 1153, 1119, 760.

PREPARATION 41N-(2-t-Butyl-5-{4-cyclohexyl-3-[2-(benzyloxycarbonylmethylsulfonyl)acetoxy]butyl}phenyl)-2-(9H-xanthen-9-yl)acetamideandN-(2-t-butyl-5-[4-cyclohexyl-3-[2-(benzyloxycarbonylmethylsulfinyl)acetoxy]butyl}phenyl)-2-(9H-xanthen-9-yl)acetamide

Following a procedure similar to that described in Example 194, butusingN-(2-t-butyl-5-{4-cyclohexyl-3-[2-(benzyloxycarbonylmethylthio)acetoxy]butyl}phenyl)-2-(9H-xanthen-9-yl)acetamide(prepared as described in Preparation 40) as a starting material, in arelative amount similar to that used in that Example, the titlecompounds were obtained, both as foam-like materials.

Infrared Absorption Spectrum (KBr), ν_(max) cm⁻¹ :N-(2-t-Butyl-5-{4-cyclohexyl-3-[2-(benzyloxycarbonylmethylsulfonyl)acetoxy]butyl}phenyl)-2-(9H-xanthen-9-yl)acetamide:3274, 2924, 1738, 1660, 1481, 1458, 1340, 1294, 1256, 1117, 760; andN-(2-t-butyl-5-{4-cyclohexyl-3-[2-(benzyloxycarbonylmethylsulfinyl)acetoxy]butyl}phenyl)-2-(9H-xanthen-9-yl)acetamide:3271, 2923, 1732, 1660, 1481, 1457, 1257, 1118, 1058, 759.

PREPARATION 42N-{2-t-Butyl-5-[3-(benzyloxycarbonylmethoxycarbonyloxy)-4-cyclohexylbutyl]phenyl}-2-(9H-xanthen-9-yl)acetamide

A solution of 55 μl (0.46 mmol) of trichloromethyl chloroformate in 1 mlof tetrahydrofuran was added dropwise to a solution of 74 μl (0.91 mmol)of pyridine in 1 ml of tetrahydrofuran, whilst ice-cooling, and then thetemperature of the resulting mixture was allowed to rise gradually toroom temperature. The mixture was stirred for 1 hour at roomtemperature, after which it was again cooled, and a solution of 400 mg(0.76 mmol) ofN-[2-t-butyl-5-(4-cyclohexyl-3-hydroxybutyl)phenyl]-2-(9H-xanthen-9-yl)acetamide(prepared as described in Example 12) in 3 ml of tetrahydrofuran wasadded dropwise. The mixture was stirred for 1 hour at the sametemperature, and then the solvent was removed by distillation underreduced pressure, to give a colorless foam-like material as a residue.This residue was dissolved in 1 ml of methylene chloride, and a solutionof 151 mg (0.91 mmol) of benzyl α-hydroxyacetate in 1.5 ml of methylenechloride and then 110 mg (0.91 mmol) of 4-(N,N-dimethylamino)pyridinewere added dropwise, whilst ice-cooling. The mixture was stirred at roomtemperature for 1 hour, and then the reaction mixture was diluted withmethylene chloride, after which it was washed with water and with asaturated aqueous solution of sodium chloride, in that order. Theorganic phase was dried over anhydrous sodium sulfate, and the solventwas removed by distillation under reduced pressure. The resultingresidue was purified by column chromatography through 75 g of silicagel, using a 1:9 by volume mixture of methylene chloride and ethylacetate as the eluent, to give 522 mg (yield 96%) of the title compoundas a colorless foam-like material.

Infrared Absorption Spectrum (KBr) ν_(max) cm⁻¹ : 3274, 2924, 2853,1750, 1655, 1480, 1458, 1422, 1256, 1194, 758.

PREPARATION 43(S)-N-{2-t-Butyl-5-[7-cyclohexyl-3-(methoxymethoxy)heptyl]-phenyl}-2-(9H-xanthen-9-yl)acetamide

43(i) (S)-[6-Benzyloxy-5-(methoxymethoxy)hexyl]cyclohexane

25.6 ml (184 mmol) of triethylamine and 9.3 ml (122 mmol) ofmethoxymethyl chloride were added to a solution of 10 g (34.4 mmol) of(S)-(1-benzyloxymethyl-5-cyclohexyl)pentyl alcohol [prepared in asimilar manner to that described in Preparation 23(i), but usingcyclohexylpropylmagnesium bromide] in 200 ml of N,N-dimethylformamide,and the resulting mixture was stirred at 80° C. for 5.5 hours. At theend of this time, the reaction mixture was concentrated by evaporationunder reduced pressure, and the concentrate was mixed with ice-water,after which it was extracted three times with ethyl acetate. Thecombined extracts were washed with a saturated aqueous solution ofsodium chloride. The organic phase was dried over anhydrous sodiumsulfate, and the solvent was removed by distillation under reducedpressure. The resulting residue was purified by column chromatographythrough silica gel, using a 9:1 by volume mixture of hexane and ethylacetate as the eluent, to give 10.2 g (yield 89%) of the titlemethoxymethyl derivative as an oil.

Nuclear Magnetic Resonance Spectrum (CDCl₃, 270 MHz), δ ppm: 0.73-1.80(19H, multiplet); 3.39 (3H, singlet); 3.51 (2H, doublet, J=5 Hz);3.69-3.85 (1H, multiplet); 4.56 (2H, singlet); 4.68 (1H, doublet, J=7Hz); 4.79 (1H, doublet, J=7 Hz); 7.23-7.42 (5H, multiplet).

43(ii) (S)-6-Cyclohexyl-2-(methoxymethyloxy)hexyl alcohol

Following a procedure similar to that described in Preparation 23(iii),but using (S)-[6-benzyloxy-5-(methoxymethoxy)hexyl]cyclohexane [preparedas described in step (i) above] as a starting material, in a relativeamount similar to that used in that Preparation, the title compound wasobtained as an oil.

Nuclear Magnetic Resonance Spectrum (CDCl₃, 270 MHz), δ ppm: 0.75-1.8(19H, multiplet); 2.9-3.2 (1H, broad singlet); 3.43 (3H, singlet);3.45-3.65 (3H, multiplet); 4.68 (1H, doublet, J=7 Hz); 4.74 (1H,doublet, J=7 Hz).

43(iii)(S)-2-t-Butyl-5-(3-methoxymethyloxy-7-cyclohexyl-1-heptenyl)-1-nitrobenzene

(S)-6-Cyclohexyl-2-(methoxymethyloxy)hexyl alcohol [prepared asdescribed in step (ii) above] was oxidized by a procedure similar tothat described in Preparation 23(iv), to give an aldehyde derivative.This was subjected to the Wittig reaction by a procedure similar to thatdescribed in Preparation 23(v), to give the title olefin derivative asan oil.

43(iv) (S)-2-t-Butyl-5-(3-methoxymethyloxy-7-cyclohexylheptyl)aniline

A solution of 2.2 g (5.27 mmol) of(S)-2-t-butyl-5-(3-methoxymethyloxy-7-cyclohexyl-1-heptenyl)-1-nitrobenzene[prepared as described in step (iii) above] in 40 ml of ethanol wasvigorously stirred in a stream of hydrogen for 6 hours in the presenceof 1.5 g of 10% w/w palladium-on-charcoal. The catalyst was thenfiltered off and washed with ethanol. The filtrate and the washings werecombined, and the solvent was removed by distillation under reducedpressure. The resulting residue was purified by column chromatographythrough silica gel, using a 9:1 by volume mixture of hexane and ethylacetate as the eluent, to give 1.16 g (yield 57%) of the title anilinederivative as an oil.

Nuclear Magnetic Resonance Spectrum (CDCl₃, 270 MHz ), δ ppm: 0.75-1.9(21H, multiplet); 1.40 (9H, singlet); 2.43-2.70 (2H, multiplet); 3.41(3H, singlet); 3.59 (1H, quintet, J=6 Hz); 4.68 (2H, singlet); 6.51 (1H,singlet); 6.58 (1H, doublet, J=8 Hz); 7.13 (1H, doublet, J=8 Hz).

43(v)(S)-N-{2-t-Butyl-5-[7-cyclohexyl-3-(methoxymethoxy)heptyl]phenyl}-2-(9H-xanthen-9-yl)acetamide

Following a procedure similar to that described in Example 35, but using(S)-2-t-butyl-5-(3-methoxymethyloxy-7-cyclohexylheptyl)aniline [preparedas described step (iv) above] as a starting material, in a relativeamount similar to that used in that Example, the title compound wasobtained as crystals, melting at 71°-73° C. (after recrystallizationfrom hexane).

Infrared Absorption Spectrum (KBr) ν_(max) cm⁻¹ : 3221, 1639, 1577,1535, 1482, 1456, 1263, 1255, 1034.

Nuclear Magnetic Resonance Spectrum (CDCl₃, 270 MHz), δ ppm: 0.75-1.90(21H, multiplet); 2.25-3.80 (4H, multiplet); 3.42 (3H, singlet);3.45-3.70 (1H, multiplet); 4.60-4.82 (3H, multiplet); 6.90-7.46 (11H,multiplet).

PREPARATION 44N-{2-t-Butyl-5-[3-(4-benzyloxycarbonylmethylbenzoyloxy)-4-cyclohexylbutyl]phenyl}-2-(9H-xanthen-9-yl)acetamide

44(i) 4-Hydroxymethylphenylacetic acid

A solution of 9.00 g (39.3 mmol) of p-bromomethylphenylacetic acid, 3.14g (78.6 mmol) of sodium hydroxide and 3.54 g (43.2 mmol) of sodiumacetate in 40 ml of water was stirred for 4 hours at 100° C. At the endof this time, it was cooled to room temperature and then acidified with2N aqueous hydrochloric acid. It was then extracted with ethyl acetate.The extract was washed with a saturated aqueous solution of sodiumchloride. The organic phase was dried over anhydrous sodium sulfate, andthe solvent was removed by distillation under reduced pressure. Theresulting residue was recrystallized from a mixture of ethyl acetate andmethylene chloride to give 3.60 g (yield 55%) of the title compound,melting at 136°-137° C.

Infrared Absorption Spectrum (KBr) ν_(max) cm⁻¹ : 3304, 1703, 1520,1421, 1408, 1360, 1288, 1234, 1200, 1188, 1009.

44(ii) Benzyl 4-hydroxymethylphenylacetate

2.52 g (23.8 mmol) of sodium carbonate and 8.13 g (47.6 mmol) of benzylbromide were added to a solution of 3.95 g (23.8 mmol) of4-Hydroxymethylphenylacetic acid [prepared as described in step (i)above] in 40 ml of N,N-dimethylformamide, and the resulting mixture wasstirred for 3.5 hours. At the end of this time, the reaction mixture wasdiluted with diethyl ether, and the diluted mixture was washed withwater and then with a saturated aqueous solution of sodium chloride. Theorganic phase was dried over anhydrous sodium sulfate, and the solventwas distilled off. The resulting residue was purified by columnchromatography through 200 g of silica gel, using a gradient elutionmethod, with mixtures of methylene chloride and ethyl acetate in ratiosranging from 100:5 to 100:10 by volume as the eluent, to give 5.03 g(yield 82%) of the title compound as an oil.

Infrared Absorption Spectrum (liquid film), ν_(max) cm¹ : 2941, 2876,1734, 1516, 1499, 1456, 1423, 1377, 1336, 1259, 1221, 1149.

44(iii) Benzyl 4-formylphenylacetate

Following a procedure similar to that described in Preparation 19, butusing benzyl 4-hydroxymethylphenylacetate [prepared as described in step(ii) above] as a starting material, in a relative amount similar to thatused in that Example, the title compound was obtained as crystals,melting at 54°-55° C. (after recrystallization from a mixture of diethylether and hexane).

Infrared Absorption Spectrum (KBr) ν_(max) cm⁻¹ : 1726, 1689, 1607,1578, 1458, 1425, 1383, 1338, 1225, 1192, 1169.

44(iv) Benzyl 4-carboxyphenylacetate

Following a procedure similar to that described in Preparation 21(vi),but using benzyl 4-formylphenylacetate [prepared as described in step(iii) above] as a starting material, in a relative amount similar tothat used in that Preparation, the title compound was obtained ascrystals, melting at 123°-124° C. (after recrystallization from amixture of methylene chloride and ethyl acetate).

Infrared Absorption Spectrum (KBr) ν_(max) cm⁻¹ : 1718, 1703, 1685,1610, 1450, 1429, 1323, 1292, 1271, 1182, 1151.

44(v)N-{2-t-Butyl-5-[3-(4-benzyloxycarbonylmethylbenzoyloxy)-4-cyclohexylbutyl]phenyl}-2-(9H-xanthen-9-yl)acetamide

Following a procedure similar to that described in Preparation 25, butusing benzyl 4-carboxyphenylacetate [prepared as described in step (iv)above] andN-[2-t-butyl-5-(4-cyclohexyl-3-hydroxybutyl)phenyl]-2-(9H-xanthen-9-yl)acetamide(prepared as described in Example 12) as starting materials, in relativeproportions similar to those used in that Preparation, the titlecompound was obtained as a foam-like material.

Infrared Absorption Spectrum (KBr) ν_(max) cm⁻¹ : 2924, 2851, 1736,1715, 1686, 1655, 1612, 1578, 1522, 1479, 1458, 1273, 1257.

PREPARATION 45 2-Methyl-6-{[3-(1-imidazolyl)propyl]oxymethyl}aniline

45(i) 2-Methyl-6-mesyloxymethyl-1-nitrobenzene

Following a procedure similar to that described in Preparation 1(i), butusing 2-methyl-6-hydroxymethyl-1-nitrobenzene as a starting material, ina relative amount similar to that used in that Preparation, the titlemethanesulfonyl derivative was obtained as crystals, melting at 48°-50°C.

45(ii) 2-Methyl-6-[(3-hydroxypropyl)oxymethyl]-1-nitrobenzene

Following a procedure similar to that described in Preparation 1(ii),but using 2-methyl-6-mesyloxymethyl-1-nitrobenzene [prepared asdescribed in step (i) above] as a starting material, in a relativeamount similar to that used in that Example, the title alcoholderivative was obtained as an oil.

Nuclear Magnetic Resonance Spectrum (CDCl₃, 270 MHz), δ ppm: 1.84 (2H,quintet, J=6 Hz); 2.35 (3H, singlet); 3.62 (2H, triplet, J=6 Hz); 3.75(2H, broad singlet); 4.56 (2H, singlet); 7.2-7.43 (3H, multiplet).

45(iii) 2-Methyl-6-[(3-mesyloxypropyl)oxymethyl]-1-nitrobenzene

Following a procedure similar to that described in Example 1(i), butusing 2-methyl-6-[(3-hydroxypropyl)oxymethyl]-1-nitrobenzene [preparedas described in step (ii) above] as a starting material, in a relativeamount similar to that used in that Example, the title methanesulfonylderivative was obtained as an oil.

Nuclear Magnetic Resonance Spectrum (CDCl₃, 270 MHz), δ ppm: 2.01 (2H,quintet, J=6 Hz); 2.35 (3H, singlet); 3.03 (3H, singlet); 3.56 (2H,triplet, J=6 Hz); 4.32 (2H, triplet, J=6 Hz); 4.56 (2H, singlet);7.20-7.42 (3H, multiplet).

45(iv) 2-Methyl-6-{[3-(1-imidazolyl)propyl]oxymethyl}-1-nitrobenzene

Following a procedure similar to that described in Example 1(ii), butusing 2-methyl-6-[(3-mesyloxypropyl)oxymethyl]-1-nitrobenzene [preparedas described in step (iii) above] as a starting material, in a relativeamount similar to that used in that Example, the title imidazolylderivative was obtained as an oil.

Nuclear Magnetic Resonance Spectrum (CDCl₃, 270 MHz), δ ppm: 1.99 (2H,quintet, J=6 Hz); 2.37 (3H, singlet); 3.38 (2H, triplet, J=6 Hz); 4.04(2H, triplet, J=6 Hz); 4.54 (2H, singlet); 6.91 (1H, singlet); 7.05 (1H,singlet); 7.2-7.42 (3H, multiplet); 7.48 (1H, singlet).

45(v) 2-Methyl-6-{[3-(1-imidazolyl)propyl]oxymethyl}aniline

Following a procedure similar to that described in Preparation 43(iv),but using 2-methyl-6-{[3-(1-imidazolyl)propyl]oxymethyl}-1-nitrobenzene[prepared as described in step (iv) above] as a starting material, in arelative amount similar to that used in that Preparation, the titleaniline derivative was obtained as an oil.

Nuclear Magnetic Resonance Spectrum (CDCl₃, 270 MHz), δ ppm: 2.01 (2H,quintet, J=6 Hz); 2.19 (3H, singlet); 3.38 (2H, triplet, J=6 Hz); 4.04(2H, triplet, J=6 Hz); 4.11 (2H, broad singlet); 4.52 (2H, singlet);6.65 (1H, triplet, J=7 Hz); 6.85 (1H, singlet); 6.93 (1H, doublet, J=7Hz); 7.04 (1H, singlet); 7.06 (1H, doublet, J=7 Hz); 7.40 (1H, singlet).

PREPARATION 46N-{2-t-Butyl-5-[4-cyclohexyl-3-(t-butyldimethylsilyloxy)butyl]phenyl}-2,2-dimethyldodecanamide

Following a procedure similar to that described in Example 21, but using2,2-dimethyldodecanoic acid and2-t-butyl-5-[4-cyclohexyl-3-(t-butyldimethylsilyloxy)butyl]aniline[prepared by a procedure similar to that described in Preparation 11(i)]as starting materials, in relative proportions similar to those used inthat Example, the title compound was obtained as a foam-like material.

Nuclear Magnetic Resonance Spectrum (CDCl₃, 270 MHz), δ ppm: 0.05 (6H,singlet); 0.83 (9H, singlet); 0.85-0.96 (6H, multiplet); 1.11-1.35 (30H,multiplet); 1.40 (9H, singlet); 1.58-1.78 (6H, multiplet); 2.53-2.67(2H, multiplet); 3.80 (1H, triplet, J=5 Hz); 6.94 (1H, doublet, J=8 Hz);7.29 (1H, doublet, J=8 Hz); 7.38 (1H, singlet); 7.56 (1H, singlet).

PREPARATION 47N-{2-t-Butyl-5-[4-cyclohexyl-3-(t-butyldimethylsilyloxy)butyl]phenyl}-6,11-dihydrobenz[b.e]oxepine-11-carboxamide

Following a procedure similar to that described in Example 21, but using6,11-dihydrobenz[b.e]oxepine-11-carboxylic acid and2-t-butyl-5-[4-cyclohexyl-3-(t-butyldimethylsilyloxy)butyl]aniline[prepared by a procedure similar to that described in Preparation (i)]as starting materials, in relative proportions similar to those used inthat Example, the title compound was obtained as colorless crystals.

Infrared Absorption Spectrum (KBr) ν_(max) cm⁻¹ : 3276, 2925, 1648,1520, 1447, 1256, 1075, 835, 774, 759.

PREPARATION 48N-{2-t-Butyl-5-[4-cyclohexyl-3-(t-butyldimethylsilyloxy)butyl]phenyl}-2-(1-phenylcyclopentyl)acetamide

Following a procedure similar to that described in Example 21, but using2-(1-phenylcyclopentyl)acetic acid [prepared as described in Preparation21] and2-t-butyl-5-[4-cyclohexyl-3-(t-butyldimethylsilyloxy)butyl]aniline[prepared by a procedure similar to that described in Preparation 11(i)]as starting materials, in relative proportions similar to those used inthat Example, the title compound was obtained as a foam-like material.

Nuclear Magnetic Resonance Spectrum (CDCl₃, 270 MHz), δ ppm: 0.06 (6H,singlet); 0.85-0.96 (6H, multiplet); 0.91 (9H, singlet); 1.07 (9H,singlet); 1.18-1.41 (12H, multiplet); 1.57-2.19 (5H, multiplet);2.55-2.60 (2H, multiplet); 2.70 (1H, singlet); 3.02 (1H, singlet); 3.78(1H, triplet, J=6 Hz); 6.33 (1H, singlet); 6.88-7.45 (8H, multiplet).

PREPARATION 49(S)-1-(2-{4-t-butyl-3-[2-(9H-xanthen-9-yl)acetamido]phenyl}ethyl)-2-cyclohexylethyldibenzyl phosphate

0.86 ml (1.72 mmol) of a 2M tetrahydrofuran solution of t-butylmagnesiumchloride was added over a period of 2 minutes to a solution of 420 mg(0.799 mmol) of(S)-N-[2-t-butyl-5-(4-cyclohexyl-3-hydroxybutyl)phenyl]-2-(9H-xanthen-9-yl)acetamide(prepared as described in Example 102) in 5 ml of tetrahydrofuran, andthe resulting mixture was stirred for a further 10 minutes. A solutionof 556 mg (1.87 mmol) of dibenzyl phosphoryl chloride in 2 ml oftetrahydrofuran was then added, after which the mixture was stirred for1 hour. In order to stop the reaction, a saturated aqueous solution ofammonium chloride was added to the reaction mixture, which was thendiluted with water. The diluted mixture was extracted with ethylacetate. The extract was washed with a saturated aqueous solution ofsodium chloride. The organic phase was dried over anhydrous magnesiumsulfate, and the solvent was removed by distillation under reducedpressure. The resulting residue was purified by column chromatographythrough 50 g of silica gel, using a 1:9 by volume mixture of ethylacetate and methylene chloride as the eluent, to give 505 mg (yield 80%)of the title compound as a gummy material.

Infrared Absorption Spectrum (film), ν_(max) cm⁻¹ : 3255, 1655, 1522,1480, 1459, 1256, 999, 758, 696.

PREPARATION 50(R)-1-(2-{4-t-Butyl-3-[2-(9H-xanthen-9-yl)acetamido]phenyl}ethyl]-4-cyclohexylbutylbenzyl succinate

0.09 ml of diethyl azodicarboxylate was added, whilst ice-cooling, to asolution of 260 mg (0.47 mmol) of(S)-N-[2-t-Butyl-5-(6-cyclohexyl-3-hydroxyhexyl)phenyl]-2-(9H-xanthen-9-yl)acetamide(prepared as described in Example 189), 117 mg (0.56 mmol) of benzylhydrogen succinate and 148 mg (0.56 mmol) of triphenylphosphine in 5 mlof tetrahydrofuran, and the resulting mixture was stirred for 1 hour atroom temperature. At the end of this time, the reaction mixture wasmixed with a saturated aqueous solution of sodium hydrogencarbonate,after which it was extracted with ethyl acetate. The extract was washedwith a saturated aqueous solution of sodium chloride and then dried overanhydrous sodium sulfate. The solvent was removed by distillation underreduced pressure, and the resulting residue was purified by columnchromatography through silica gel using a gradient elution method, withmixtures of ethyl acetate and hexane in ratios ranging from 1:10 to 1:5by volume as the eluent, to give fractions containing small amounts ofimpurities. The chromatography was repeated under the same conditions,and there were obtained 258 mg (yield 74%) of the title compounds as afoam-like material.

[α]_(D) =+5.05° (c=1.11, CHCl₃).

PREPARATION 51 2-t-Butyl-5-(iodomethyl)-1-nitrobenzene

51(i) 2-t-Butyl-5-(methanesulfonyloxymethyl)-1-nitrobenzene

Following a procedure similar to that described in Preparation 21(ii),but using 2-t-butyl-3-hydroxymethyl-1-nitrobenzene (prepared asdescribed in Preparation 12) as a starting material, in a relativeamount similar to that used in that Preparation, a methanesulfonylderivative was obtained.

51(ii) 2-t-Butyl-5-(iodomethyl)-1-nitrobenzene

1.65 g (11 mmol) of sodium iodide were added to a solution of 2.00 g(6.96 mmol) of 2-t-butyl-5-(methanesulfonyloxymethyl)-1-nitrobenzene[prepared as described in step (i) above] in 40 ml of acetone, and themixture was stirred at 50° C. for 20 minutes. At the end of this time,the reaction mixture was cooled to room temperature, and filtered. Theprecipitate was washed with ethyl acetate, and the combined filtrate andwashings were concentrated by evaporation under reduced pressure. Theconcentrate was dissolved in ethyl acetate, and the resulting solutionwas washed with water, with an aqueous solution of sodium thiosulfate,and with a saturated aqueous solution of sodium chloride, in that order.The organic phase was dried over anhydrous sodium sulfate, and thesolvent was removed by distillation under reduced pressure, to give 2.18g (yield 98%) of the title compound as crystals, melting at 98°-99° C.(after recrystallization from a mixture of methylene chloride, diethylether and hexane). Infrared Absorption Spectrum (KBr), ν_(max) cm⁻¹ :1530, 1370, 1250, 1169, 1061, 886, 839, 807, 627.

Nuclear Magnetic Resonance Spectrum (CDCl₃, 270 MHz), δ ppm: 1.39 (9H,singlet); 4.39 (2H, singlet); 7.32 (1H, doublet, J=2 Hz); 7.44 (1H,doublet of doublets, J=2 & 8 Hz); 7.48 (1H, doublet, J=8 Hz).

PREPARATION 52 (4-t-Butyl-3-nitrophenyl)methyltriphenylphosphoniumiodide

Following a procedure similar to that described in Preparation 34(ii),but using 2-t-butyl-5-(iodomethyl)nitrobenzene (prepared as described inPreparation 51) as a starting material, in a relative amount similar tothat used in that Preparation, the title compound was obtained aspowder. The product was used in the following step without any furtherpurification.

PREPARATION 53N-[2-Methoxymethyl-6-formylphenyl]-2-(9H-xanthen-9-yl)acetamide

53(i)N-[2-Methoxymethyl-6-(hydroxymethyl)phenyl]-2-(9H-xanthen-9-yl)acetamide

Following a procedure similar to that described in Preparation 14, butusing 2-methoxymethyl-6-(t-butyldimethylsilyloxymethyl)-1-nitrobenzeneas a starting material, in a relative amount similar to that used inthat Preparation, the title amide derivative was obtained as crystals,melting at 194°-194.5° C. (after recrystallization from a mixture ofmethylene chloride and ethyl acetate).

Infrared Absorption Spectrum (KBr), ν_(max) cm⁻¹ : 3256, 1647, 1596,1577, 1523, 1482, 1457, 1362, 1301, 1263, 1098, 1066, 751.

53(ii) N-[2-Methoxymethyl-6-formylphenyl]-2-(9H-xanthen-9-yl)acetamide

Following a procedure similar to that described in Preparation 19, butusingN-[2-methoxymethyl-6-(hydroxymethyl)phenyl]-2-(9H-xanthen-9-yl)acetamide[prepared as described in step (i) above] as a starting material, in arelative amount similar to that used in that Preparation, the titlecompound was obtained as crystals, melting at 202.5°-203° C. (afterrecrystallization from a mixture of methylene chloride and acetone).

Infrared Absorption Spectrum (KBr), ν_(max) cm⁻¹ : 3270, 1698, 1645,1592, 1578, 1518, 1482, 1456, 1264, 1250, 1112, 755.

PREPARATION 54N-[5-(3-Hydroxypropoxy)-2-methylthiophenyl]-2-(9H-xanthen-9-yl)acetamide

Following a procedure similar to that described in Preparation 14, butusing 5-(3-t-butyldimethylsilyloxypropyl)oxy-2-methylthio-1-nitrobenzeneas a starting material, in a relative amount similar to that used inthat Preparation, the title compound was obtained as crystals, meltingat 136°-137° C. (after recrystallization from a mixture of ethylacetate, diethyl ether and hexane).

Infrared Absorption Spectrum (KBr), ν_(max) cm⁻¹ : 3297, 1657, 1600,1574, 1530, 1481, 1457, 1299, 1260, 1237, 1189.

PREPARATION 55N-(2-Ethyl-6-{1-[2-(9H-xanthen-9-yl)acetoxy]propyl}phenyl)-2-(9H-xanthen-9-yl)acetamide

Following a procedure similar to that described in Example 21, but using2.2 equivalents of 2-(9H-xanthenyl)acetyl chloride and one equivalent of2-ethyl-6-(1-hydroxypropyl)aniline, the title compound was obtained as afoam-like material.

Infrared Absorption Spectrum (KBr), ν_(max) cm⁻¹ : 2968, 2932, 2876,1726, 1657, 1601, 1576, 1479, 1458, 1363, 1342, 1255.

FORMULATION 1

Hard capsule Preparation

100 mg of one of the following active compounds, 150 mg of lactose, 50mg of cellulose and 6 mg of magnesium stearate were charged into a hardgelatin capsule of the standard separate type, and the capsules werewashed and then dried. The active compounds used were those prepared asdescribed in Examples 2, 4, 12, 26, 57 or 59.

FORMULATION 2

Soft capsule preparation

A mixture of one of the compounds prepared as described in Example 2, 4,12, 26, 57 or 59 with soy bean oil was prepared. The mixture was pouredinto gelatin using a substitution pump to obtain soft capsules eachcontaining 100 mg of the active ingredient. The capsules were washed andthen dried. Other capsules were prepared using cotton seed oil or oliveoil in place of the soy bean oil. If desired, other digestible oils mayalso be used.

FORMULATION 3

Tablet preparation

100 mg of an active compound, 0.2 mg of colloidal silicon dioxide, 5 mgof magnesium stearate, 275 mg of fine crystalline cellulose, 11 mg ofstarch and 98.8 mg of lactose were mixed and then formed into tabletsusing conventional means. The active compounds used were those preparedas described in Examples 2, 4, 12, 26, 57 and 59. Coating was conducted,where desired.

We claim:
 1. A compound of formula (I): ##STR17## wherein: R¹ representsan alkyl group having from 1 to 20 carbon atoms, or a group of formula(III), (IV) or (V): ##STR18## where R⁵ represents an alkyl group havingfrom 1 to 15 carbon atoms; m is an integer of from 1 to 4; and, anyaromatic ring in said group represented by R¹ is unsubstituted or issubstituted by at least one substituent selected from the groupconsisting of substituents α, defined below;R² represents a hydrogenatom or an alkyl group having from 1 to 10 carbon atoms; R³ representsanalkyl group having from 1 to 10 carbon atoms, an alkoxy group havingfrom 1 to 10 carbon atoms, an alkylthio group having from 1 to 10 carbonatoms, an alkylsulfinyl group having from 1 to 10 carbon atoms, analkylsulfonyl group having from 1 to 10 carbon atoms, a phenylthio groupin which the phenyl part is unsubstituted or is substituted by at leastone substituent selected from the group consisting of substituents α,defined below, a phenylsulfinyl group in which the phenyl part isunsubstituted or is substituted by at least one substituent selectedfrom the group consisting of substituents α, defined below, aphenylsulfonyl group in which the phenyl part is unsubstituted or issubstituted by at least one substituent selected from the groupconsisting of substituents α, defined below, or an alkoxyalkyl group inwhich the alkoxy part has from 1 to 6 carbon atoms and the alkyl parthas from 1 to 4 carbon atoms; R⁴ represents a group of formula (VI),(VII), (VIII), (IX), (X) or (XI): ##STR19## where A¹ represents a singlebond or an alkylene group having from 1 to 4 carbon atoms, A² representsa single bond or an alkylene group having from 1 to 6 carbon atoms, A³,A^(3a), A⁴ and A⁵ are independently selected from the group consistingof single bonds and alkylene groups having from 1 to 10 carbon atomswhich may be saturated or may include a carbon-carbon double bond,provided that the total number of carbon atoms in A³, A⁴ and A⁵ and thatin A^(3a), A⁴ and A⁵ does not exceed 10;R⁶ represents an alkyl grouphaving from 1 to 6 carbon atoms, a cycloalkyl group having from 3 to 9carbon atoms in one or more aliphatic carbocyclic rings, said ringsbeing unsubstituted or being substituted by at least one substituentselected from the group consisting of substituents α, defined below, oran aryl group, as defined below; and in the groups of formulae (VI) and(VIII), the imidazolyl and benzimidazolyl groups may be unsubstituted ormay be substituted by at least one substituent selected from the groupconsisting of substituents β, defined below; R⁷ represents a hydrogenatom, a benzyl group, a phosphono group or a group of formula (XII):##STR20## where: z¹ is 0 or 1;z² is 0, 1 or 2; X is an oxygen or sulfuratom or a sulfinyl, sulfonyl or phenylene group, provided that, when z²is 2, at least one X is a phenylene group; z³ is 0 or an integer from 1to 4; and R⁸ is a carboxy group, a phenyl group, a group of formula--NR⁹ R¹⁰,where R⁹ and R¹⁰ are independently selected from the groupconsisting of hydrogen atoms and alkyl groups having from 1 to 4 carbonatoms, or a heterocyclic group having 5 or 6 ring atoms of which 1 or 2are hetero-atoms selected from the group consisting of oxygen andnitrogen atoms, said heterocyclic group being unsubstituted or beingsubstituted on a carbon atom by an oxygen atom or by an alkyl grouphaving from 1 to 4 carbon atoms; and said groups of formula (CH₂)_(z) 1and (CH₂)_(z) 3 being unsubstituted or being substituted on a carbonatom by an alkyl group having from 1 to 4 carbon atoms or by a group offormula --NR⁹ R¹⁰, where R⁹ and R¹⁰ are as defined above; n¹ is 0 or 1;n² is 0 or 1; M represents an oxygen atom, a sulfur atom, a sulfinylgroup or a sulfonyl group; said substituents α are selected from thegroup consisting of alkyl groups having from 1 to 4 carbon atoms, alkoxygroups having from 1 to 4 carbon atoms and halogen atoms; and saidsubstituents β are selected from the group consisting of alkyl groupshaving from 1 to 4 carbon atoms and phenyl groups which areunsubstituted or are substituted by at least one substituent selectedfrom the group consisting of said substituents α; said aryl groups arearomatic carbocyclic groups having from 6 to 10 ring carbon atoms andare unsubstituted or are substituted by at least one substituentselected from the group consisting of substituents α, defined above;PROVIDED THAT, where R⁴ represents said group of formula (VII), (IX),(X) or (XI), R¹ does not represent said alkyl group and that, where n²is 1, A⁴ does not represent a single bond, and that, where n¹ is 0, R³is ethyl and R⁴ is 2-acetyl, R¹ does not represent a methyl group;or apharmaceutically acceptable salt thereof.
 2. A compound of formula (I)and salts thereof, as defined in claim 1, in which R¹ represents a groupof formula (IV): ##STR21## (in which the aromatic rings areunsubstituted or substituted by at least one substituent selected fromthe group consisting of substituents α, and n¹ is
 0. 3. A compound offormula (I) or a salt thereof, as defined in claim 1, in which R³represents an alkyl group having from 1 to 10 carbon atoms, an alkylthiogroup having from 1 to 10 carbon atoms or an alkoxy group having from 1to 10 carbon atoms.
 4. A compound of formula (I) or a salt thereof, asdefined in claim 1, in which R³ represents an alkyl group having from 1to 6 carbon atoms, an alkylthio group having from 1 to 6 carbon atoms oran alkoxy group having from 1 to 6 carbon atoms.
 5. A compound offormula (I) or a salt thereof, as defined in claim 1, in which R⁴represents a group of formula (VI), (VII) or (X), in which M representsan oxygen atom.
 6. A compound of formula (I) or a salt thereof, asdefined in claim 1, in which, in the case where n² is 1, R⁴ represents agroup of formula (VI), in which the total number of carbon atoms in A¹and A² is from 2 to
 4. 7. A compound of formula (I) or a salt thereof,as defined in claim 1, in which, in the case where n² is 0, R⁴represents a group of formula (VI), in which the total number of carbonatoms in A¹ and A² is from 1 to
 3. 8. A compound of formula (I) or asalt thereof, as defined in claim 1, in which R⁴ represents a group offormula (VII), in which the total number of carbon atoms in A³, A⁴ andA⁵ is from 1 to 6, and R⁶ represents an alkyl group having from 1 to 6carbon atoms or a cycloalkyl group having from 3 to 7 carbon atoms.
 9. Acompound of formula (I) or a salt thereof, as defined in claim 1, inwhich R⁴ represents a group of formula (VII), in which the total numberof carbon atoms in A³, A⁴ and A⁵ is from 1 to 6, and R⁷ represents ahydrogen atom or a group of formula (XVI), (XXIV), (XXV) or (XXX).
 10. Acompound of formula (I) or a salt thereof, as defined in claim 1, inwhich R⁴ represents a group of formula (VII), in which the total numberof carbon atoms in A³, A⁴ and A⁵ is from 1 to 6, and R⁶ represents anunsubstituted cyclohexyl group.
 11. A compound of formula (I) or a saltthereof, as defined in claim 1, in which R⁴ represents a group offormula (X), in which the total number of carbon atoms in A³, A⁴ and A⁵is from 1 to 6, and R⁶ represents an alkyl group having from 1 to 6carbon atoms or a cycloalkyl group having from 3 to 7 carbon atoms. 12.A compound of formula (I) or a salt thereof, as defined in claim 1, inwhich R⁴ represents a group of formula (X), in which the total number ofcarbon atoms in A³, A⁴ and A⁵ is from 1 to 6, and R⁷ represents ahydrogen atom or a group of formula (XVI), (XXIV), (XXV) or (XXX), asdefined in claim
 1. 13. A compound of formula (I) or a salt thereof, asdefined in claim 1, in which R⁴ represents a group of formula (X), inwhich the total number of carbon atoms in A³, A⁴ and A⁵ is from 1 to 6,and R⁶ represents an unsubstituted cyclohexyl group.
 14. A compound offormula (I) or a salt thereof, as defined in claim 1, in which R¹represents a group of formula (IV): ##STR22## (in which the aromaticrings are unsubstituted or substituted by at least one substituentselected from the group consisting of substituents α, n¹ is 0 and R³represents an alkyl group having from 1 to 10 carbon atoms, an alkylthiogroup having from 1 to 10 carbon atoms or an alkoxy group having from 1to 10 carbon atoms.
 15. A compound of formula (I) or a salt thereof, asdefined in claim 1, in which R¹ represents a group of formula (IV):##STR23## (in which the aromatic rings are unsubstituted or substitutedby at least one substituent selected from the group consisting ofsubstituents α, n¹ is 0 and R³ represents an alkyl group having from 1to 6 carbon atoms, an alkylthio group having from 1 to 6 carbon atoms oran alkoxy group having from 1 to 6 carbon atoms.
 16. A compound offormula (I) or a salt thereof, as defined in claim 1, in which:R³represents an alkyl group having from 1 to 6 carbon atoms, an alkylthiogroup having from 1 to 6 carbon atoms or an alkoxy group having from 1to 6 carbon atoms; and R⁴ represents a group of formula (VI), (VII) or(X), in which M represents an oxygen atom.
 17. A compound of formula (I)or a salt thereof, as defined in claim 1, in which:R³ represents analkyl group having from 1 to 6 carbon atoms, an alkylthio group havingfrom 1 to 6 carbon atoms or an alkoxy group having from 1 to 6 carbonatoms; R⁴ represents a group of formula (VI), (VII) or (X), in which Mrepresents an oxygen atom; and in the case where n² is 1, R⁴ representsa group of formula (VI), in which the total number of carbon atoms in A¹and A² is from 2 to
 4. 18. A compound of formula (I) or a salt thereof,as defined in claim 1, in which:R³ represents an alkyl group having from1 to 6 carbon atoms, an alkylthio group having from 1 to 6 carbon atomsor an alkoxy group having from 1 to 6 carbon atoms; R⁴ represents agroup of formula (VI), (VII) or (X), as defined in claim 1, in which Mrepresents an oxygen atom; and in the case where n² is 0, R⁴ representsa group of formula (VI), in which the total number of carbon atoms in A¹and A² is from 1 to
 3. 19. A compound of formula (I) or a salt thereof,as defined in claim 1, in which:R³ represents an alkyl group having from1 to 6 carbon atoms, an alkylthio group having from 1 to 6 carbon atomsor an alkoxy group having from 1 to 6 carbon atoms; and R⁴ represents agroup of formula (VII), in which the total number of carbon atoms in A³,A⁴ and A⁵ is from 1 to 6, and R⁶ represents an alkyl group having from 1to 6 carbon atoms or a cycloalkyl group having from 3 to 7 carbon atoms.20. A compound of formula (I) or a salt thereof, as defined in claim 1,in which:R³ represents an alkyl group having from 1 to 6 carbon atoms,an alkylthio group having from 1 to 6 carbon atoms or an alkoxy grouphaving from 1 to 6 carbon atoms; and R⁴ represents a group of formula(X), in which the total number of carbon atoms in A³, A⁴ and A⁵ is from1 to 6, and R⁶ represents an alkyl group having from 1 to 6 carbon atomsor a cycloalkyl group having from 3 to 7 carbon atoms.
 21. A compound offormula (I) or a salt thereof, as defined in claim 1, in which:R³represents an alkyl group having from 1 to 6 carbon atoms, an alkylthiogroup having from 1 to 6 carbon atoms or an alkoxy group having from 1to 6 carbon atoms; and R⁴ represents a group of formula (VII) in whichthe total number of carbon atoms in A³, A⁴ and A⁵ is from 1 to 6, and R⁷represents a hydrogen atom or a group of formula (XVI), (XXIV), (XXV) or(XXX): ##STR24##
 22. A compound of formula (I) and salts thereof, asdefined in claim 1, in which:R¹ represents a group of formula (II), andthe aromatic rings are unsubstituted; R³ represents an alkyl grouphaving from 1 to 6 carbon atoms, an alkylthio group having from 1 to 6carbon atoms or an alkoxy group having from 1 to 6 carbon atoms; and R⁴represents a group of formula (X), in which the total number of carbonatoms in A³, A⁴ and A⁵ is from 1 to 6, and R⁷ represents a hydrogen atomor a group of formula (XVI), (XXIV), (XXV) or (XXX), ##STR25##
 23. Acompound of formula (I) or a salt thereof, as defined in claim 1, inwhich:R³ represents an alkyl group having from 1 to 6 carbon atoms, analkylthio group having from 1 to 6 carbon atoms or an alkoxy grouphaving from 1 to 6 carbon atoms; and R⁴ represents a group of formula(VII), in which the total number of carbon atoms in A³, A⁴ A⁵ and isfrom 1 to 6, and R⁶ represents an unsubstituted cyclohexyl group.
 24. Acompound of formula (I) or a salt thereof, as defined in claim 1, inwhich:R¹ represents a group of formula (II), and the aromatic rings areunsubstituted; R³ represents an alkyl group having from 1 to 6 carbonatoms, an alkylthio group having from 1 to 6 carbon atoms or an alkoxygroup having from 1 to 6 carbon atoms; and R⁴ represents a group offormula (X), in which the total number of carbon atoms in A³, A⁴ and A⁵is from 1 to 6, and R⁶ represents an unsubstituted cyclohexyl group. 25.A compound of formula (I) or a salt thereof, as defined in claim 1, inwhich:R¹ represents a (9H-xanthen-9-yl)methyl group; n¹ is 0; R³represents a methylthio isopropylthio, isopropyl or t-butyl group; R⁴represents a group of formula (VIa), (VIIa) or (IXa): ##STR26## in whichR^(6') represents a cyclopentyl group, a cyclohexyl group, a cycloheptylgroup, a phenyl group, a 2-methylphenyl group, a 2-chlorophenyl group ora 4-chlorophenyl group;R^(7') represents a 3-carboxypropionyl group, a2-carboxybenzoyl group or an aminoacetyl group; A^(1') represents amethylene group; A^(2') represents an alkylene group having from 2 to 4carbon atoms; A^(3') represents a single bond or an alkylene grouphaving from 1 to 3 carbon atoms which may be interrupted by a doublebond; A^(4') represents a single bond or an alkylene group having from 1to 5 carbon atoms which may be interrupted by a double bond; the bondingsite of R⁴ on the benzene ring in the compound of formula (I) is theortho-position with respect to the amino group and the meta-positionwith respect to R³, or the meta-position with respect to the amino groupand the para-position with respect to R³.
 26. A composition for thetreatment and prophylaxis of hypercholesteremia or arteriosclerosis,which comprises an effective amount of a compound of formula (I), asdefined below, or a pharmaceutically acceptable salt thereof inadmixture with a pharmaceutically acceptable carrier or diluent:##STR27## wherein: R¹ represents an alkyl group having from 1 to 20carbon atoms, or a group of formula (III), (IV) or (V): ##STR28## whereR⁵ represents an alkyl group having from 1 to 15 carbon atoms; m is aninteger of from 1 to 4; and, any aromatic ring in said group representedby R¹ is unsubstituted or is substituted by at least one substituentselected from the group consisting of substituents α, defined below;R²represents a hydrogen atom or an alkyl group having from 1 to 10 carbonatoms; R³ representsan alkyl group having from 1 to 10 carbon atoms, analkoxy group having from 1 to 10 carbon atoms, an alkylthio group havingfrom 1 to 10 carbon atoms, an alkylsulfinyl group having from 1 to 10carbon atoms, an alkylsulfonyl group having from 1 to 10 carbon atoms, aphenylthio group in which the phenyl part is unsubstituted or issubstituted by at least one substituent selected from the groupconsisting of substituents α, defined below, a phenylsulfinyl group inwhich the phenyl part is unsubstituted or is substituted by at least onesubstituent selected from the group consisting of substituents α,defined below, a phenylsulfonyl group in which the phenyl part isunsubstituted or is substituted by at least one substituent selectedfrom the group consisting of substituents α, defined below, or analkoxyalkyl group in which the alkoxy part has from 1 to 6 carbon atomsand the alkyl part has from 1 to 4 carbon atoms; R⁴ represents a groupof formula (VI), (VII), (VIII), (IX), (X) or (XI): ##STR29## where A¹represents a single bond or an alkylene group having from 1 to 4 carbonatoms, A² represents a single bond or an alkylene group having from 1 to6 carbon atoms, A³, A^(3a), A⁴ and A⁵ are independently selected fromthe group consisting of single bonds and alkylene groups having from 1to 10 carbon atoms which may be saturated or may include a carbon-carbondouble bond, provided that the total number of carbon atoms in A³, A⁴and A⁵ and that in A^(3a), A⁴ and A⁵ does not exceed 10;R⁶ represents analkyl group having from 1 to 6 carbon atoms, a cycloalkyl group havingfrom 3 to 9 carbon atoms in one or more aliphatic carbocyclic rings,said rings being unsubstituted or being substituted by at least onesubstituent selected from the group consisting of substituents α,defined below, or an aryl group, as defined below; and in the groups offormulae (VI) and (VIII), the imidazolyl and benzimidazolyl groups maybe unsubstituted or may be substituted by at least one substituentselected from the group consisting of substituents β, defined below; R⁷represents a hydrogen atom, a benzyl group, a phosphono group or a groupof formula (XII): ##STR30## where: z¹ is 0 or 1;z² is 0, 1 or 2; X is anoxygen or sulfur atom or a sulfinyl, sulfonyl or phenylene group,provided that, when z² is 2, at least one X is a phenylene group; z³ is0 or an integer from 1 to 4; and R⁸ is a carboxy group, a phenyl group,a group of formula --NR⁹ R¹⁰,where R⁹ and R¹⁰ are independently selectedfrom the group consisting of hydrogen atoms and alkyl groups having from1 to 4 carbon atoms, or a heterocyclic group having 5 or 6 ring atoms ofwhich 1 or 2 are hetero-atoms selected from the group consisting ofoxygen and nitrogen atoms, said heterocyclic group being unsubstitutedor being substituted on a carbon atom by an oxygen atom or by an alkylgroup having from 1 to 4 carbon atoms; and said groups of formula(CH₂)_(z) 1 and (CH₂)_(z) 3 being unsubstituted or being substituted ona carbon atom by an alkyl group having from 1 to 4 carbon atoms or by agroup of formula --NR⁹ R¹⁰, where R⁹ and R¹⁰ are as defined above; n¹ is0 or 1; n² is 0 or 1; M represents an oxygen atom, a sulfur atom, asulfinyl group or a sulfonyl group; said substituents α are selectedfrom the group consisting of alkyl groups having from 1 to 4 carbonatoms, alkoxy groups having from 1 to 4 carbon atoms and halogen atoms;and said substituents β are selected from the group consisting of alkylgroups having from 1 to 4 carbon atoms and phenyl groups which areunsubstituted or are substituted by at least one substituent selectedfrom the group consisting of said substituents α; said aryl groups arearomatic carbocyclic groups having from 6 to 10 ring carbon atoms andare unsubstituted or are substituted by at least one substituentselected from the group consisting of substituents α, defined above;PROVIDED THAT, where R⁴ represents said group of formula (VII), (IX),(X) or (XI), R¹ does not represent said alkyl group and that, where n²is 1, A⁴ does not represent a single bond, and that, where n¹ is 0, R³is ethyl and R⁴ is 2-acetyl, R¹ does not represent a methyl group. 27.The composition of claim 26, in whichR¹ represents a group of formula(IV): ##STR31## (in which the aromatic rings are unsubstituted orsubstituted by at least one substituent selected from the groupconsisting of substituents α, and m is as defined in claim 26); n¹ is 0;and R³ represents an alkyl group having from 1 to 10 carbon atoms, analkylthio group having from 1 to 10 carbon atoms or an alkoxy grouphaving from 1 to 10 carbon atoms.
 28. The composition of claim 26, inwhich R¹ represents a group of formula (IV): ##STR32## (in which thearomatic rings are unsubstituted or substituted by at least onesubstituent selected from the group consisting of substituents α, and mis as defined in claim 26);n¹ is 0; and R³ represents an alkyl grouphaving from 1 to 6 carbon atoms, an alkylthio group having from 1 to 6carbon atoms or an alkoxy group having from 1 to 6 carbon atoms.
 29. Thecomposition of claim 27, in whichR³ represents an alkyl group havingfrom 1 to 10 carbon atoms, an alkylthio group having from 1 to 10 carbonatoms or an alkoxy group having from 1 to 10 carbon atoms.
 30. Thecomposition of claim 26, in which R³ represents an alkyl group havingfrom 1 to 6 carbon atoms, an alkylthio group having from 1 to 6 carbonatoms or an alkoxy group having from 1 to 6 carbon atoms.
 31. Thecomposition of claim 26, in whichR³ represents an alkyl group havingfrom 1 to 6 carbon atoms, an alkylthio group having from 1 to 6 carbonatoms or an alkoxy group having from 1 to 6 carbon atoms; and R⁴represents a group of formula (VI), (VII) or (X), in which M representsan oxygen atom.
 32. The composition of claim 26, in which:R³ representsan alkyl group having from 1 to 6 carbon atoms, an alkylthio grouphaving from 1 to 6 carbon atoms or an alkoxy group having from 1 to 6carbon atoms; R⁴ represents a group of formula (VI), (VII) or (X), inwhich M represents an oxygen atom; and in the case where n² is 1, R⁴represents a group of formula (VI), in which the total number of carbonatoms in A¹ and A² is from 2 to
 4. 33. The composition of claim 26, inwhich:R³ represents an alkyl group having from 1 to 6 carbon atoms, analkylthio group having from 1 to 6 carbon atoms or an alkoxy grouphaving from 1 to 6 carbon atoms; R⁴ represents a group of formula (VI),(VII) or (X), in which M represents an oxygen atom; and in the casewhere n² is 0, R⁴ represents a group of formula (VI), in which the totalnumber of carbon atoms in A¹ and A² is from 1 to
 3. 34. The compositionof claim 26, in which:R³ represents an alkyl group having from 1 to 6carbon atoms, an alkylthio group having from 1 to 6 carbon atoms or analkoxy group having from 1 to 6 carbon atoms; and R⁴ represents a groupof formula (VII) in which the total number of carbon atoms in A³, A⁴ andA⁵ is from 1 to 6, and R⁶ represents an alkyl group having from 1 to 6carbon atoms or a cycloalkyl group having from 3 to 7 carbon atoms. 35.The composition of claim 26, in which:R³ represents an alkyl grouphaving from 1 to 6 carbon atoms, an alkylthio group having from 1 to 6carbon atoms or an alkoxy group having from 1 to 6 carbon atoms; and R⁴represents a group of formula (X), in which the total number of carbonatoms in A³, A⁴ and A⁵ is from 1 to 6, and R⁶ represents an alkyl grouphaving from 1 to 6 carbon atoms or a cycloalkyl group having from 3 to 7carbon atoms.
 36. The composition of claim 26, in which:R³ represents analkyl group having from 1 to 6 carbon atoms, an alkylthio group havingfrom 1 to 6 carbon atoms or an alkoxy group having from 1 to 6 carbonatoms; and R⁴ represents a group of formula (VII) in which the totalnumber of carbon atoms in A³, A⁴ and A⁵ and is from 1 to 6, and R⁷represents a hydrogen atom or a group of formula (XVI), (XXIV), (XXV) or(XXX): ##STR33##
 37. The composition of claim 26, in which:R³ representsan alkyl group having from 1 to 6 carbon atoms, an alkylthio grouphaving from 1 to 6 carbon atoms or an alkoxy group having from 1 to 6carbon atoms; and R⁴ represents a group of formula (X) in which thetotal number of carbon atoms in A³, A⁴ and A⁵ is from 1 to 6, and R⁷represents a hydrogen atom or a group of formula (XVI), (XXIV), (XXV) or(XXX) ##STR34##
 38. The composition of claim 26, in which:R³ representsan alkyl group having from 1 to 6 carbon atoms, an alkylthio grouphaving from 1 to 6 carbon atoms or an alkoxy group having from 1 to 6carbon atoms; and R⁴ represents a group of formula (VII), in which thetotal number of carbon atoms in A³, A⁴ and A⁵ is from 1 to 6, and R⁶represents an unsubstituted cyclohexyl group.
 39. The composition ofclaim 26, in which:R³ represents an alkyl group having from 1 to 6carbon atoms, an alkylthio group having from 1 to 6 carbon atoms or analkoxy group having from 1 to 6 carbon atoms; and R⁴ represents a groupof formula (X), in which the total number of carbon atoms in A³, A⁴ andA⁵ is from 1 to 6, and R⁶ represents an unsubstituted cyclohexyl group.40. The composition of claim 26, in which:R¹ represents a(9H-xanthen-9-yl)methyl group; n¹ is 0; R³ represents a methylthioisopropylthio, isopropyl or t-butyl group; R⁴ represents a group offormula (VIa), (VIIa) or (IXa): ##STR35## in which R^(6') represents acyclopentyl group, a cyclohexyl group, a cycloheptyl group, a phenylgroup, a 2-methylphenyl group, a 2-chlorophenyl group or a4-chlorophenyl group;R^(7') represents a 3-carboxypropionyl group, a2-carboxybenzoyl group or an aminoacetyl group; A^(1') represents amethylene group; A^(2') represents an alkylene group having from 2 to 4carbon atoms; A^(3') represents a single bond or an alkylene grouphaving from 1 to 3 carbon atoms which may be interrupted by a doublebond; A^(4') represents a single bond or an alkylene group having from 1to 5 carbon atoms which may be interrupted by a double bond; the bondingsite of R⁴ on the benzene ring in the compound of formula (I) is theortho-position with respect to the amino group and the meta-positionwith respect to R³, or the meta-position with respect to the amino groupand the para-position with respect to R³.
 41. A method for the treatmentand prophylaxis of hypercholesteremia or arteriosclerosis in a mammal,which may be human, which comprises administering to said mammal aneffective amount of a compound of formula (I), as defined below, or apharmaceutically acceptable salt thereof: ##STR36## wherein: R¹represents an alkyl group having from 1 to 20 carbon atoms, or a groupof formula (III), (IV) or (V): ##STR37## where R⁵ represents an alkylgroup having from 1 to 15 carbon atoms; m is an integer of from 1 to 4;and, any aromatic ring in said group represented by R¹ is unsubstitutedor is substituted by at least one substituent selected from the groupconsisting of substituents α, defined below;R² represents a hydrogenatom or an alkyl group having from 1 to 10 carbon atoms; R³ representsanalkyl group having from 1 to 10 carbon atoms, an alkoxy group havingfrom 1 to 10 carbon atoms, an alkylthio group having from 1 to 10 carbonatoms, an alkylsulfinyl group having from 1 to 10 carbon atoms, analkylsulfonyl group having from 1 to 10 carbon atoms, a phenylthio groupin which the phenyl part is unsubstituted or is substituted by at leastone substituent selected from the group consisting of substituents α,defined below, a phenylsulfinyl group in which the phenyl part isunsubstituted or is substituted by at least one substituent selectedfrom the group consisting of substituents α, defined below, aphenylsulfonyl group in which the phenyl part is unsubstituted or issubstituted by at least one substituent selected from the groupconsisting of substituents α, defined below, or an alkoxyalkyl group inwhich the alkoxy part has from 1 to 6 carbon atoms and the alkyl parthas from 1 to 4 carbon atoms; R⁴ represents a group of formula (VI),(VII), (VIII), (IX), (X) or (XI): ##STR38## where A¹ represents a singlebond or an alkylene group having from 1 to 4 carbon atoms, A² representsa single bond or an alkylene group having from 1 to 6 carbon atoms, A³,A^(3a), A⁴ and A⁵ are independently selected from the group consistingof single bonds and alkylene groups having from 1 to 10 carbon atomswhich may be saturated or may include a carbon-carbon double bond,provided that the total number of carbon atoms in A³, A⁴ and A⁵ and thatin A^(3a), A⁴ and A⁵ does not exceed 10;R⁶ represents an alkyl grouphaving from 1 to 6 carbon atoms, a cycloalkyl group having from 3 to 9carbon atoms in one or more aliphatic carbocyclic rings, said ringsbeing unsubstituted or being substituted by at least one substituentselected from the group consisting of substituents α, defined below, oran aryl group, as defined below; and in the groups of formulae (VI) and(VIII), the imidazolyl and benzimidazolyl groups are unsubstituted orare substituted by at least one substituent selected from the groupconsisting of substituents β, defined below; R⁷ represents a hydrogenatom, a benzyl group, a phosphono group or a group of formula (XII):##STR39## where: z¹ is 0 or 1;z² is 0, 1 or 2; X is an oxygen or sulfuratom or a sulfinyl, sulfonyl or phenylene group, provided that, when z²is 2, at least one X is a phenylene group; z³ is 0 or an integer from 1to 4; and R⁸ is a carboxy group, a phenyl group, a group of formula--NR⁹ R¹⁰,where R⁹ and R¹⁰ are independently selected from the groupconsisting of hydrogen atoms and alkyl groups having from 1 to 4 carbonatoms, or a heterocyclic group having 5 or 6 ring atoms of which 1 or 2are hereto-atoms selected from the group consisting of oxygen andnitrogen atoms, said heterocyclic group being unsubstituted or beingsubstituted on a carbon atom by an oxygen atom or by an alkyl grouphaving from 1 to 4 carbon atoms; and said groups of formula (CH₂)_(z) 1and (CH₂)_(z) 3 being unsubstituted or being substituted on a carbonatom by an alkyl group having from 1 to 4 carbon atoms or by a group offormula --NR⁹ R¹⁰ where R⁹ and R¹⁰ are as defined above; n¹ is 0 or 1;n² is 0 or 1; M represents an oxygen atom, a sulfur atom, a sulfinylgroup or a sulfonyl group; said substituents α are selected from thegroup consisting of alkyl groups having from 1 to 4 carbon atoms, alkoxygroups having from 1 to 4 carbon atoms and halogen atoms; and saidsubstituents β are selected from the group consisting of alkyl groupshaving from 1 to 4 carbon atoms and phenyl groups which areunsubstituted or are substituted by at least one substituent selectedfrom the group consisting of said substituents α; said aryl groups arearomatic carbocyclic groups having from 6 to 10 ring carbon atoms andare unsubstituted or are substituted by at least one substituentselected from the group consisting of substituents α, defined above;PROVIDED THAT, where R⁴ represents said group of formula (VII), (IX),(X) or (XI), R¹ does not represent said alkyl group and that, where n²is 1, A⁴ does not represent a single bond, and that, where n¹ is 0, R³is ethyl and R⁴ is 2-acetyl, R¹ does not represent a methyl group. 42.The method of claim 41, in whichR¹ represents a group of formula (IV):##STR40## (in which the aromatic rings are unsubstituted or substitutedby at least one substituent selected from the group consisting ofsubstituents α, and m is as defined in claim 41); n¹ is 0; and R³represents an alkyl group having from 1 to 10 carbon atoms, an alkylthiogroup having from 1 to 10 carbon atoms or an alkoxy group having from 1to 10 carbon atoms.
 43. The method of claim 41, in whichR¹ represents agroup of formula (IV): ##STR41## (in which the aromatic rings areunsubstituted or substituted by at least one substituent selected fromthe group consisting of substituents α); n¹ is 0; and R³ represents analkyl group having from 1 to 6 carbon atoms, an alkylthio group havingfrom 1 to 6 carbon atoms or an alkoxy group having from 1 to 6 carbonatoms.
 44. The method of claim 41, in whichR³ represents an alkyl grouphaving from 1 to 10 carbon atoms, an alkylthio group having from 1 to 10carbon atoms or an alkoxy group having from 1 to 10 carbon atoms. 45.The method of claim 41, in whichR³ represents an alkyl group having from1 to 6 carbon atoms, an alkylthio group having from 1 to 6 carbon atomsor an alkoxy group having from 1 to 6 carbon atoms.
 46. The method ofclaim 41, in whichR³ represents an alkyl group having from 1 to 6 carbonatoms, an alkylthio group having from 1 to 6 carbon atoms or an alkoxygroup having from 1 to 6 carbon atoms; and R⁴ represents a group offormula (VI), (VII) or (X), in which M represents an oxygen atom. 47.The method of claim 41, in which:R³ represents an alkyl group havingfrom 1 to 6 carbon atoms, an alkylthio group having from 1 to 6 carbonatoms or an alkoxy group having from 1 to 6 carbon atoms; R⁴ representsa group of formula (VI), (VII) or (X), in which M represents an oxygenatom; and In the case where n² is 1, R⁴ represents a group of formula(VI), as defined in claim 41, in which the total number of carbon atomsin A¹ and A² is from 2 to
 4. 48. The method of claim 41, in which:R³represents an alkyl group having from 1 to 6 carbon atoms, an alkylthiogroup having from 1 to 6 carbon atoms or an alkoxy group having from 1to 6 carbon atoms; R⁴ represents a group of formula (VI), (VII) or (X)in which M represents an oxygen atom; and in the case where n² is 0, R⁴represents a group of formula (VI) in which the total number of carbonatoms in A¹ and A² is from 1 to
 3. 49. The method of claim 41, inwhich:R³ represents an alkyl group having from 1 to 6 carbon atoms, analkylthio group having from 1 to 6 carbon atoms or an alkoxy grouphaving from 1 to 6 carbon atoms; and R⁴ represents a group of formula(VII) in which the total number of carbon atoms in A³, A⁴ and A⁵ is from1 to 6, and R⁶ represents an alkyl group having from 1 to 6 carbon atomsor a cycloalkyl group having from 3 to 7 carbon atoms.
 50. The method ofclaim 41, in which:R³ represents an alkyl group having from 1 to 6carbon atoms, an alkylthio group having from 1 to 6 carbon atoms or analkoxy group having from 1 to 6 carbon atoms; and R⁴ represents a groupof formula (X), in which the total number of carbon atoms in A³, A⁴ andA⁵ is from 1 to 6, and R⁶ represents an alkyl group having from 1 to 6carbon atoms or a cycloalkyl group having from 3 to 7 carbon atoms. 51.The method of claim 41, in which:R¹ represents a group of formula (II),and the aromatic rings are unsubstituted; R³ represents an alkyl grouphaving from 1 to 6 carbon atoms, an alkylthio group having from 1 to 6carbon atoms or an alkoxy group having from 1 to 6 carbon atoms; and R⁴represents a group of formula (VII) in which the total number of carbonatoms in A³, A⁴ and A⁵ is from 1 to 6, and R⁷ represents a hydrogen atomor a group of formula (XVI), (XXIV), (XXV) or (XXX): ##STR42##
 52. Themethod of claim 41, in which:R³ represents an alkyl group having from 1to 6 carbon atoms an alkylthio group having from 1 to 6 carbon atoms oran alkoxy group having from 1 to 6 carbon atoms; and R⁴ represents agroup of formula (X) in which the total number of carbon atoms in A³, A⁴and A⁵ is from 1 to 6, and R⁷ represents a hydrogen atom or a group offormula (XVI), (XXIV), (XXV) or (XXX).
 53. The method of claim 41, inwhich:R³ represents an alkyl group having from 1 to 6 carbon atoms, analkylthio group having from 1 to 6 carbon atoms or an alkoxy grouphaving from 1 to 6 carbon atoms; and R⁴ represents a group of formula(VII), in which the total number of carbon atoms in A³, A⁴ and A⁵ isfrom 1 to 6, and R⁶ represents an unsubstituted cyclohexyl group. 54.The method of claim 41, in which:R³ represents an alkyl group havingfrom 1 to 6 carbon atoms, an alkylthio group having from 1 to 6 carbonatoms or an alkoxy group having from 1 to 6 carbon atoms; and R⁴represents a group of formula (X), in which the total number of carbonatoms in A³, A⁴ and A⁵ is from 1 to 6, and R⁶ represents anunsubstituted cyclohexyl group.
 55. The method of claim 41, in which:R¹represents a (9H-xanthen-9-yl)methyl group; n¹ is 0; R³ represents amethyl thio isopropylthio, isopropyl or t-butyl group; R⁴ represents agroup of formula (VIa), (VIIa) or (IXa): ##STR43## in which R^(6')represents a cyclopentyl group, a cyclohexyl group, a cycloheptyl group,a phenyl group, a 2-methylphenyl group, a 2-chlorophenyl group or a4-chlorophenyl group;R^(7') represents a 3-carboxypropionyl group, a2-carboxybenzoyl group or an aminoacetyl group; A^(1') represents amethylene group; A^(2') represents an alkylene group having from 2 to 4carbon atoms; A^(3') represents a single bond or an alkylene grouphaving from 1 to 3 carbon atoms which may be interrupted by a doublebond; A^(4') represents a single bond or an alkylene group having from 1to 5 carbon atoms which may be interrupted by a double bond; the bondingsite of R⁴ on the benzene ring in the compound of formula (I) is theortho-position with respect to the amino group and the meta-positionwith respect to R³, or the meta-position with respect to the amino groupand the para-position with respect to R³.